refactor(indexing): Change adapters to support iterables (#9469)

Signed-off-by: dependabot[bot] <support@github.com>
Co-authored-by: dependabot[bot] <49699333+dependabot[bot]@users.noreply.github.com>
Co-authored-by: Jamison Lahman <jamison@lahman.dev>

.github/workflows/helm-chart-releases.yml

@@ -47,7 +47,8 @@ jobs:
           done
 
       - name: Publish Helm charts to gh-pages
-        uses: stefanprodan/helm-gh-pages@0ad2bb377311d61ac04ad9eb6f252fb68e207260 # ratchet:stefanprodan/helm-gh-pages@v1.7.0
+        # NOTE: HEAD of https://github.com/stefanprodan/helm-gh-pages/pull/43
+        uses: stefanprodan/helm-gh-pages@ad32ad3b8720abfeaac83532fd1e9bdfca5bbe27 # zizmor: ignore[impostor-commit]
         with:
           token: ${{ secrets.GITHUB_TOKEN }}
           charts_dir: deployment/helm/charts

.github/workflows/release-cli.yml

@@ -13,15 +13,6 @@ jobs:
     permissions:
       id-token: write
     timeout-minutes: 10
-    strategy:
-      matrix:
-        os-arch:
-          - { goos: "linux", goarch: "amd64" }
-          - { goos: "linux", goarch: "arm64" }
-          - { goos: "windows", goarch: "amd64" }
-          - { goos: "windows", goarch: "arm64" }
-          - { goos: "darwin", goarch: "amd64" }
-          - { goos: "darwin", goarch: "arm64" }
     steps:
       - uses: actions/checkout@de0fac2e4500dabe0009e67214ff5f5447ce83dd # ratchet:actions/checkout@v6
         with:
@@ -31,9 +22,11 @@ jobs:
           enable-cache: false
           version: "0.9.9"
       - run: |
-          GOOS="${{ matrix.os-arch.goos }}" \
-          GOARCH="${{ matrix.os-arch.goarch }}" \
-          uv build --wheel
+          for goos in linux windows darwin; do
+            for goarch in amd64 arm64; do
+              GOOS="$goos" GOARCH="$goarch" uv build --wheel
+            done
+          done
         working-directory: cli
       - run: uv publish
         working-directory: cli

.pre-commit-config.yaml

@@ -122,7 +122,7 @@ repos:
     rev: 5d1e709b7be35cb2025444e19de266b056b7b7ee # frozen: v2.10.1
     hooks:
       - id: golangci-lint
-        language_version: "1.26.0"
+        language_version: "1.26.1"
         entry: bash -c "find . -name go.mod -not -path './.venv/*' -print0 | xargs -0 -I{} bash -c 'cd \"$(dirname {})\" && golangci-lint run ./...'"
 
   - repo: https://github.com/astral-sh/ruff-pre-commit

README.md

@@ -35,7 +35,7 @@ Onyx comes loaded with advanced features like Agents, Web Search, RAG, MCP, Deep
 > [!TIP]
 > Run Onyx with one command (or see deployment section below):
 > ```
-> curl -fsSL https://raw.githubusercontent.com/onyx-dot-app/onyx/main/deployment/docker_compose/install.sh > install.sh && chmod +x install.sh && ./install.sh
+> curl -fsSL https://onyx.app/install_onyx.sh | bash
 > ```
 
 ****

backend/ee/onyx/background/celery/tasks/doc_permission_syncing/tasks.py

@@ -28,6 +28,7 @@ from onyx.access.models import DocExternalAccess
 from onyx.access.models import ElementExternalAccess
 from onyx.background.celery.apps.app_base import task_logger
 from onyx.background.celery.celery_redis import celery_find_task
+from onyx.background.celery.celery_redis import celery_get_broker_client
 from onyx.background.celery.celery_redis import celery_get_queue_length
 from onyx.background.celery.celery_redis import celery_get_queued_task_ids
 from onyx.background.celery.celery_redis import celery_get_unacked_task_ids
@@ -187,7 +188,6 @@ def check_for_doc_permissions_sync(self: Task, *, tenant_id: str) -> bool | None
     # (which lives on a different db number)
     r = get_redis_client()
     r_replica = get_redis_replica_client()
-    r_celery: Redis = self.app.broker_connection().channel().client  # type: ignore
 
     lock_beat: RedisLock = r.lock(
         OnyxRedisLocks.CHECK_CONNECTOR_DOC_PERMISSIONS_SYNC_BEAT_LOCK,
@@ -227,6 +227,7 @@ def check_for_doc_permissions_sync(self: Task, *, tenant_id: str) -> bool | None
             # tasks can be in the queue in redis, in reserved tasks (prefetched by the worker),
             # or be currently executing
             try:
+                r_celery = celery_get_broker_client(self.app)
                 validate_permission_sync_fences(
                     tenant_id, r, r_replica, r_celery, lock_beat
                 )

backend/ee/onyx/background/celery/tasks/external_group_syncing/tasks.py

@@ -29,6 +29,7 @@ from ee.onyx.external_permissions.sync_params import (
 from ee.onyx.external_permissions.sync_params import get_source_perm_sync_config
 from onyx.background.celery.apps.app_base import task_logger
 from onyx.background.celery.celery_redis import celery_find_task
+from onyx.background.celery.celery_redis import celery_get_broker_client
 from onyx.background.celery.celery_redis import celery_get_unacked_task_ids
 from onyx.background.celery.tasks.beat_schedule import CLOUD_BEAT_MULTIPLIER_DEFAULT
 from onyx.background.error_logging import emit_background_error
@@ -162,7 +163,6 @@ def check_for_external_group_sync(self: Task, *, tenant_id: str) -> bool | None:
     # (which lives on a different db number)
     r = get_redis_client()
     r_replica = get_redis_replica_client()
-    r_celery: Redis = self.app.broker_connection().channel().client  # type: ignore
 
     lock_beat: RedisLock = r.lock(
         OnyxRedisLocks.CHECK_CONNECTOR_EXTERNAL_GROUP_SYNC_BEAT_LOCK,
@@ -221,6 +221,7 @@ def check_for_external_group_sync(self: Task, *, tenant_id: str) -> bool | None:
             # tasks can be in the queue in redis, in reserved tasks (prefetched by the worker),
             # or be currently executing
             try:
+                r_celery = celery_get_broker_client(self.app)
                 validate_external_group_sync_fences(
                     tenant_id, self.app, r, r_replica, r_celery, lock_beat
                 )

backend/onyx/background/celery/celery_redis.py

@@ -1,5 +1,6 @@
 # These are helper objects for tracking the keys we need to write in redis
 import json
+import threading
 from typing import Any
 from typing import cast
 
@@ -7,7 +8,59 @@ from celery import Celery
 from redis import Redis
 
 from onyx.background.celery.configs.base import CELERY_SEPARATOR
+from onyx.configs.app_configs import REDIS_HEALTH_CHECK_INTERVAL
 from onyx.configs.constants import OnyxCeleryPriority
+from onyx.configs.constants import REDIS_SOCKET_KEEPALIVE_OPTIONS
+
+
+_broker_client: Redis | None = None
+_broker_url: str | None = None
+_broker_client_lock = threading.Lock()
+
+
+def celery_get_broker_client(app: Celery) -> Redis:
+    """Return a shared Redis client connected to the Celery broker DB.
+
+    Uses a module-level singleton so all tasks on a worker share one
+    connection instead of creating a new one per call. The client
+    connects directly to the broker Redis DB (parsed from the broker URL).
+
+    Thread-safe via lock — safe for use in Celery thread-pool workers.
+
+    Usage:
+        r_celery = celery_get_broker_client(self.app)
+        length = celery_get_queue_length(queue, r_celery)
+    """
+    global _broker_client, _broker_url
+    with _broker_client_lock:
+        url = app.conf.broker_url
+        if _broker_client is not None and _broker_url == url:
+            try:
+                _broker_client.ping()
+                return _broker_client
+            except Exception:
+                try:
+                    _broker_client.close()
+                except Exception:
+                    pass
+                _broker_client = None
+        elif _broker_client is not None:
+            try:
+                _broker_client.close()
+            except Exception:
+                pass
+            _broker_client = None
+
+        _broker_url = url
+        _broker_client = Redis.from_url(
+            url,
+            decode_responses=False,
+            health_check_interval=REDIS_HEALTH_CHECK_INTERVAL,
+            socket_keepalive=True,
+            socket_keepalive_options=REDIS_SOCKET_KEEPALIVE_OPTIONS,
+            retry_on_timeout=True,
+        )
+        return _broker_client
 
 
 def celery_get_unacked_length(r: Redis) -> int:

backend/onyx/background/celery/tasks/connector_deletion/tasks.py

@@ -14,6 +14,7 @@ from redis.lock import Lock as RedisLock
 from sqlalchemy.orm import Session
 
 from onyx.background.celery.apps.app_base import task_logger
+from onyx.background.celery.celery_redis import celery_get_broker_client
 from onyx.background.celery.celery_redis import celery_get_queue_length
 from onyx.background.celery.celery_redis import celery_get_queued_task_ids
 from onyx.configs.app_configs import JOB_TIMEOUT
@@ -132,7 +133,6 @@ def revoke_tasks_blocking_deletion(
 def check_for_connector_deletion_task(self: Task, *, tenant_id: str) -> bool | None:
     r = get_redis_client()
     r_replica = get_redis_replica_client()
-    r_celery: Redis = self.app.broker_connection().channel().client  # type: ignore
 
     lock_beat: RedisLock = r.lock(
         OnyxRedisLocks.CHECK_CONNECTOR_DELETION_BEAT_LOCK,
@@ -149,6 +149,7 @@ def check_for_connector_deletion_task(self: Task, *, tenant_id: str) -> bool | N
         if not r.exists(OnyxRedisSignals.BLOCK_VALIDATE_CONNECTOR_DELETION_FENCES):
             # clear fences that don't have associated celery tasks in progress
             try:
+                r_celery = celery_get_broker_client(self.app)
                 validate_connector_deletion_fences(
                     tenant_id, r, r_replica, r_celery, lock_beat
                 )

backend/onyx/background/celery/tasks/docprocessing/tasks.py

@@ -22,6 +22,7 @@ from sqlalchemy.orm import Session
 
 from onyx.background.celery.apps.app_base import task_logger
 from onyx.background.celery.celery_redis import celery_find_task
+from onyx.background.celery.celery_redis import celery_get_broker_client
 from onyx.background.celery.celery_redis import celery_get_unacked_task_ids
 from onyx.background.celery.celery_utils import httpx_init_vespa_pool
 from onyx.background.celery.memory_monitoring import emit_process_memory
@@ -449,7 +450,7 @@ def check_indexing_completion(
             ):
                 # Check if the task exists in the celery queue
                 # This handles the case where Redis dies after task creation but before task execution
-                redis_celery = task.app.broker_connection().channel().client  # type: ignore
+                redis_celery = celery_get_broker_client(task.app)
                 task_exists = celery_find_task(
                     attempt.celery_task_id,
                     OnyxCeleryQueues.CONNECTOR_DOC_FETCHING,

backend/onyx/background/celery/tasks/monitoring/tasks.py

@@ -1,6 +1,5 @@
 import json
 import time
-from collections.abc import Callable
 from datetime import timedelta
 from itertools import islice
 from typing import Any
@@ -19,6 +18,7 @@ from sqlalchemy import text
 from sqlalchemy.orm import Session
 
 from onyx.background.celery.apps.app_base import task_logger
+from onyx.background.celery.celery_redis import celery_get_broker_client
 from onyx.background.celery.celery_redis import celery_get_queue_length
 from onyx.background.celery.celery_redis import celery_get_unacked_task_ids
 from onyx.background.celery.memory_monitoring import emit_process_memory
@@ -698,31 +698,27 @@ def monitor_background_processes(self: Task, *, tenant_id: str) -> None:
         return None
 
     try:
-        # Get Redis client for Celery broker
-        redis_celery = self.app.broker_connection().channel().client  # type: ignore
         redis_std = get_redis_client()
 
-        # Define metric collection functions and their dependencies
-        metric_functions: list[Callable[[], list[Metric]]] = [
-            lambda: _collect_queue_metrics(redis_celery),
-            lambda: _collect_connector_metrics(db_session, redis_std),
-            lambda: _collect_sync_metrics(db_session, redis_std),
-        ]
+        # Collect queue metrics with broker connection
+        r_celery = celery_get_broker_client(self.app)
+        queue_metrics = _collect_queue_metrics(r_celery)
 
-        # Collect and log each metric
+        # Collect remaining metrics (no broker connection needed)
         with get_session_with_current_tenant() as db_session:
-            for metric_fn in metric_functions:
-                metrics = metric_fn()
-                for metric in metrics:
-                    # double check to make sure we aren't double-emitting metrics
-                    if metric.key is None or not _has_metric_been_emitted(
-                        redis_std, metric.key
-                    ):
-                        metric.log()
-                        metric.emit(tenant_id)
+            all_metrics: list[Metric] = queue_metrics
+            all_metrics.extend(_collect_connector_metrics(db_session, redis_std))
+            all_metrics.extend(_collect_sync_metrics(db_session, redis_std))
 
-                    if metric.key is not None:
-                        _mark_metric_as_emitted(redis_std, metric.key)
+            for metric in all_metrics:
+                if metric.key is None or not _has_metric_been_emitted(
+                    redis_std, metric.key
+                ):
+                    metric.log()
+                    metric.emit(tenant_id)
+
+                if metric.key is not None:
+                    _mark_metric_as_emitted(redis_std, metric.key)
 
         task_logger.info("Successfully collected background metrics")
     except SoftTimeLimitExceeded:
@@ -890,7 +886,7 @@ def monitor_celery_queues_helper(
 ) -> None:
     """A task to monitor all celery queue lengths."""
 
-    r_celery = task.app.broker_connection().channel().client  # type: ignore
+    r_celery = celery_get_broker_client(task.app)
     n_celery = celery_get_queue_length(OnyxCeleryQueues.PRIMARY, r_celery)
     n_docfetching = celery_get_queue_length(
         OnyxCeleryQueues.CONNECTOR_DOC_FETCHING, r_celery
@@ -1080,7 +1076,7 @@ def cloud_monitor_celery_pidbox(
     num_deleted = 0
 
     MAX_PIDBOX_IDLE = 24 * 3600  # 1 day in seconds
-    r_celery: Redis = self.app.broker_connection().channel().client  # type: ignore
+    r_celery = celery_get_broker_client(self.app)
     for key in r_celery.scan_iter("*.reply.celery.pidbox"):
         key_bytes = cast(bytes, key)
         key_str = key_bytes.decode("utf-8")

backend/onyx/background/celery/tasks/pruning/tasks.py

@@ -17,6 +17,7 @@ from sqlalchemy.orm import Session
 
 from onyx.background.celery.apps.app_base import task_logger
 from onyx.background.celery.celery_redis import celery_find_task
+from onyx.background.celery.celery_redis import celery_get_broker_client
 from onyx.background.celery.celery_redis import celery_get_queue_length
 from onyx.background.celery.celery_redis import celery_get_queued_task_ids
 from onyx.background.celery.celery_redis import celery_get_unacked_task_ids
@@ -203,7 +204,6 @@ def _is_pruning_due(cc_pair: ConnectorCredentialPair) -> bool:
 def check_for_pruning(self: Task, *, tenant_id: str) -> bool | None:
     r = get_redis_client()
     r_replica = get_redis_replica_client()
-    r_celery: Redis = self.app.broker_connection().channel().client  # type: ignore
 
     lock_beat: RedisLock = r.lock(
         OnyxRedisLocks.CHECK_PRUNE_BEAT_LOCK,
@@ -261,6 +261,7 @@ def check_for_pruning(self: Task, *, tenant_id: str) -> bool | None:
             # tasks can be in the queue in redis, in reserved tasks (prefetched by the worker),
             # or be currently executing
             try:
+                r_celery = celery_get_broker_client(self.app)
                 validate_pruning_fences(tenant_id, r, r_replica, r_celery, lock_beat)
             except Exception:
                 task_logger.exception("Exception while validating pruning fences")

backend/onyx/background/celery/tasks/user_file_processing/tasks.py

@@ -16,6 +16,7 @@ from sqlalchemy.orm import Session
 
 from onyx.access.access import build_access_for_user_files
 from onyx.background.celery.apps.app_base import task_logger
+from onyx.background.celery.celery_redis import celery_get_broker_client
 from onyx.background.celery.celery_redis import celery_get_queue_length
 from onyx.background.celery.celery_utils import httpx_init_vespa_pool
 from onyx.background.celery.tasks.shared.RetryDocumentIndex import RetryDocumentIndex
@@ -105,7 +106,7 @@ def _user_file_delete_queued_key(user_file_id: str | UUID) -> str:
 
 
 def get_user_file_project_sync_queue_depth(celery_app: Celery) -> int:
-    redis_celery: Redis = celery_app.broker_connection().channel().client  # type: ignore
+    redis_celery = celery_get_broker_client(celery_app)
     return celery_get_queue_length(
         OnyxCeleryQueues.USER_FILE_PROJECT_SYNC, redis_celery
     )
@@ -238,7 +239,7 @@ def check_user_file_processing(self: Task, *, tenant_id: str) -> None:
     skipped_guard = 0
     try:
         # --- Protection 1: queue depth backpressure ---
-        r_celery = self.app.broker_connection().channel().client  # type: ignore
+        r_celery = celery_get_broker_client(self.app)
         queue_len = celery_get_queue_length(
             OnyxCeleryQueues.USER_FILE_PROCESSING, r_celery
         )
@@ -591,7 +592,7 @@ def check_for_user_file_delete(self: Task, *, tenant_id: str) -> None:
         # --- Protection 1: queue depth backpressure ---
         # NOTE: must use the broker's Redis client (not redis_client) because
         # Celery queues live on a separate Redis DB with CELERY_SEPARATOR keys.
-        r_celery: Redis = self.app.broker_connection().channel().client  # type: ignore
+        r_celery = celery_get_broker_client(self.app)
         queue_len = celery_get_queue_length(OnyxCeleryQueues.USER_FILE_DELETE, r_celery)
         if queue_len > USER_FILE_DELETE_MAX_QUEUE_DEPTH:
             task_logger.warning(

backend/onyx/configs/app_configs.py

@@ -805,6 +805,10 @@ MINI_CHUNK_SIZE = 150
 # This is the number of regular chunks per large chunk
 LARGE_CHUNK_RATIO = 4
 
+# The maximum number of chunks that can be held for 1 document processing batch
+# The purpose of this is to set an upper bound on memory usage
+MAX_CHUNKS_PER_DOC_BATCH = int(os.environ.get("MAX_CHUNKS_PER_DOC_BATCH") or 1000)
+
 # Include the document level metadata in each chunk. If the metadata is too long, then it is thrown out
 # We don't want the metadata to overwhelm the actual contents of the chunk
 SKIP_METADATA_IN_CHUNK = os.environ.get("SKIP_METADATA_IN_CHUNK", "").lower() == "true"

backend/onyx/db/projects.py

@@ -7,7 +7,6 @@ from fastapi import HTTPException
 from fastapi import UploadFile
 from pydantic import BaseModel
 from pydantic import ConfigDict
-from pydantic import Field
 from sqlalchemy import func
 from sqlalchemy.orm import Session
 from starlette.background import BackgroundTasks
@@ -35,19 +34,9 @@ class CategorizedFilesResult(BaseModel):
     user_files: list[UserFile]
     rejected_files: list[RejectedFile]
     id_to_temp_id: dict[str, str]
-    # Filenames that should be stored but not indexed.
-    skip_indexing_filenames: set[str] = Field(default_factory=set)
     # Allow SQLAlchemy ORM models inside this result container
     model_config = ConfigDict(arbitrary_types_allowed=True)
 
-    @property
-    def indexable_files(self) -> list[UserFile]:
-        return [
-            uf
-            for uf in self.user_files
-            if (uf.name or "") not in self.skip_indexing_filenames
-        ]
-
 
 def build_hashed_file_key(file: UploadFile) -> str:
     name_prefix = (file.filename or "")[:50]
@@ -109,7 +98,6 @@ def create_user_files(
         user_files=user_files,
         rejected_files=rejected_files,
         id_to_temp_id=id_to_temp_id,
-        skip_indexing_filenames=categorized_files.skip_indexing,
     )
 
 
@@ -135,7 +123,6 @@ def upload_files_to_user_files_with_indexing(
     user_files = categorized_files_result.user_files
     rejected_files = categorized_files_result.rejected_files
     id_to_temp_id = categorized_files_result.id_to_temp_id
-    indexable_files = categorized_files_result.indexable_files
     # Trigger per-file processing immediately for the current tenant
     tenant_id = get_current_tenant_id()
     for rejected_file in rejected_files:
@@ -147,12 +134,12 @@ def upload_files_to_user_files_with_indexing(
         from onyx.background.task_utils import drain_processing_loop
 
         background_tasks.add_task(drain_processing_loop, tenant_id)
-        for user_file in indexable_files:
+        for user_file in user_files:
             logger.info(f"Queued in-process processing for user_file_id={user_file.id}")
     else:
         from onyx.background.celery.versioned_apps.client import app as client_app
 
-        for user_file in indexable_files:
+        for user_file in user_files:
             task = client_app.send_task(
                 OnyxCeleryTask.PROCESS_SINGLE_USER_FILE,
                 kwargs={"user_file_id": user_file.id, "tenant_id": tenant_id},
@@ -168,7 +155,6 @@ def upload_files_to_user_files_with_indexing(
         user_files=user_files,
         rejected_files=rejected_files,
         id_to_temp_id=id_to_temp_id,
-        skip_indexing_filenames=categorized_files_result.skip_indexing_filenames,
     )
 
 

backend/onyx/document_index/disabled.py

@@ -5,6 +5,7 @@ accidentally reaches the vector DB layer will fail loudly instead of timing
 out against a nonexistent Vespa/OpenSearch instance.
 """
 
+from collections.abc import Iterable
 from typing import Any
 
 from onyx.context.search.models import IndexFilters
@@ -66,7 +67,7 @@ class DisabledDocumentIndex(DocumentIndex):
     # ------------------------------------------------------------------
     def index(
         self,
-        chunks: list[DocMetadataAwareIndexChunk],  # noqa: ARG002
+        chunks: Iterable[DocMetadataAwareIndexChunk],  # noqa: ARG002
         index_batch_params: IndexBatchParams,  # noqa: ARG002
     ) -> set[DocumentInsertionRecord]:
         raise RuntimeError(VECTOR_DB_DISABLED_ERROR)

backend/onyx/document_index/interfaces.py

@@ -1,4 +1,5 @@
 import abc
+from collections.abc import Iterable
 from dataclasses import dataclass
 from datetime import datetime
 from typing import Any
@@ -206,7 +207,7 @@ class Indexable(abc.ABC):
     @abc.abstractmethod
     def index(
         self,
-        chunks: list[DocMetadataAwareIndexChunk],
+        chunks: Iterable[DocMetadataAwareIndexChunk],
         index_batch_params: IndexBatchParams,
     ) -> set[DocumentInsertionRecord]:
         """
@@ -226,8 +227,8 @@ class Indexable(abc.ABC):
         it is done automatically outside of this code.
 
         Parameters:
-        - chunks: Document chunks with all of the information needed for indexing to the document
-                index.
+        - chunks: Document chunks with all of the information needed for
+                indexing to the document index.
         - tenant_id: The tenant id of the user whose chunks are being indexed
         - large_chunks_enabled: Whether large chunks are enabled
 

backend/onyx/document_index/interfaces_new.py

@@ -1,4 +1,5 @@
 import abc
+from collections.abc import Iterable
 from typing import Self
 
 from pydantic import BaseModel
@@ -209,10 +210,10 @@ class Indexable(abc.ABC):
     @abc.abstractmethod
     def index(
         self,
-        chunks: list[DocMetadataAwareIndexChunk],
+        chunks: Iterable[DocMetadataAwareIndexChunk],
         indexing_metadata: IndexingMetadata,
     ) -> list[DocumentInsertionRecord]:
-        """Indexes a list of document chunks into the document index.
+        """Indexes an iterable of document chunks into the document index.
 
         This is often a batch operation including chunks from multiple
         documents.

backend/onyx/document_index/opensearch/opensearch_document_index.py

@@ -1,11 +1,12 @@
 import json
-from collections import defaultdict
+from collections.abc import Iterable
 from typing import Any
 
 import httpx
 from opensearchpy import NotFoundError
 
 from onyx.access.models import DocumentAccess
+from onyx.configs.app_configs import MAX_CHUNKS_PER_DOC_BATCH
 from onyx.configs.app_configs import VERIFY_CREATE_OPENSEARCH_INDEX_ON_INIT_MT
 from onyx.configs.chat_configs import NUM_RETURNED_HITS
 from onyx.configs.chat_configs import TITLE_CONTENT_RATIO
@@ -351,7 +352,7 @@ class OpenSearchOldDocumentIndex(OldDocumentIndex):
 
     def index(
         self,
-        chunks: list[DocMetadataAwareIndexChunk],
+        chunks: Iterable[DocMetadataAwareIndexChunk],
         index_batch_params: IndexBatchParams,
     ) -> set[OldDocumentInsertionRecord]:
         """
@@ -647,10 +648,10 @@ class OpenSearchDocumentIndex(DocumentIndex):
 
     def index(
         self,
-        chunks: list[DocMetadataAwareIndexChunk],
-        indexing_metadata: IndexingMetadata,  # noqa: ARG002
+        chunks: Iterable[DocMetadataAwareIndexChunk],
+        indexing_metadata: IndexingMetadata,
     ) -> list[DocumentInsertionRecord]:
-        """Indexes a list of document chunks into the document index.
+        """Indexes an iterable of document chunks into the document index.
 
         Groups chunks by document ID and for each document, deletes existing
         chunks and indexes the new chunks in bulk.
@@ -673,29 +674,34 @@ class OpenSearchDocumentIndex(DocumentIndex):
                 document is newly indexed or had already existed and was just
                 updated.
         """
-        # Group chunks by document ID.
-        doc_id_to_chunks: dict[str, list[DocMetadataAwareIndexChunk]] = defaultdict(
-            list
+        total_chunks = sum(
+            cc.new_chunk_cnt
+            for cc in indexing_metadata.doc_id_to_chunk_cnt_diff.values()
         )
-        for chunk in chunks:
-            doc_id_to_chunks[chunk.source_document.id].append(chunk)
         logger.debug(
-            f"[OpenSearchDocumentIndex] Indexing {len(chunks)} chunks from {len(doc_id_to_chunks)} "
+            f"[OpenSearchDocumentIndex] Indexing {total_chunks} chunks from {len(indexing_metadata.doc_id_to_chunk_cnt_diff)} "
             f"documents for index {self._index_name}."
         )
 
         document_indexing_results: list[DocumentInsertionRecord] = []
-        # Try to index per-document.
-        for _, chunks in doc_id_to_chunks.items():
+        deleted_doc_ids: set[str] = set()
+        # Buffer chunks per document as they arrive from the iterable.
+        # When the document ID changes flush the buffered chunks.
+        current_doc_id: str | None = None
+        current_chunks: list[DocMetadataAwareIndexChunk] = []
+
+        def _flush_chunks(doc_chunks: list[DocMetadataAwareIndexChunk]) -> None:
+            assert len(doc_chunks) > 0, "doc_chunks is empty"
+
             # Create a batch of OpenSearch-formatted chunks for bulk insertion.
-            # Do this before deleting existing chunks to reduce the amount of
-            # time the document index has no content for a given document, and
-            # to reduce the chance of entering a state where we delete chunks,
-            # then some error happens, and never successfully index new chunks.
+            # Since we are doing this in batches, an error occurring midway
+            # can result in a state where chunks are deleted and not all the
+            # new chunks have been indexed.
             chunk_batch: list[DocumentChunk] = [
-                _convert_onyx_chunk_to_opensearch_document(chunk) for chunk in chunks
+                _convert_onyx_chunk_to_opensearch_document(chunk)
+                for chunk in doc_chunks
             ]
-            onyx_document: Document = chunks[0].source_document
+            onyx_document: Document = doc_chunks[0].source_document
             # First delete the doc's chunks from the index. This is so that
             # there are no dangling chunks in the index, in the event that the
             # new document's content contains fewer chunks than the previous
@@ -704,22 +710,43 @@ class OpenSearchDocumentIndex(DocumentIndex):
             # if the chunk count has actually decreased. This assumes that
             # overlapping chunks are perfectly overwritten. If we can't
             # guarantee that then we need the code as-is.
-            num_chunks_deleted = self.delete(
-                onyx_document.id, onyx_document.chunk_count
-            )
-            # If we see that chunks were deleted we assume the doc already
-            # existed.
-            document_insertion_record = DocumentInsertionRecord(
-                document_id=onyx_document.id,
-                already_existed=num_chunks_deleted > 0,
-            )
+            if onyx_document.id not in deleted_doc_ids:
+                num_chunks_deleted = self.delete(
+                    onyx_document.id, onyx_document.chunk_count
+                )
+                deleted_doc_ids.add(onyx_document.id)
+                # If we see that chunks were deleted we assume the doc already
+                # existed. We record the result before bulk_index_documents
+                # runs. If indexing raises, this entire result list is discarded
+                # by the caller's retry logic, so early recording is safe.
+                document_indexing_results.append(
+                    DocumentInsertionRecord(
+                        document_id=onyx_document.id,
+                        already_existed=num_chunks_deleted > 0,
+                    )
+                )
             # Now index. This will raise if a chunk of the same ID exists, which
             # we do not expect because we should have deleted all chunks.
             self._client.bulk_index_documents(
                 documents=chunk_batch,
                 tenant_state=self._tenant_state,
             )
-            document_indexing_results.append(document_insertion_record)
+
+        for chunk in chunks:
+            doc_id = chunk.source_document.id
+            if doc_id != current_doc_id:
+                if current_chunks:
+                    _flush_chunks(current_chunks)
+                current_doc_id = doc_id
+                current_chunks = [chunk]
+            elif len(current_chunks) >= MAX_CHUNKS_PER_DOC_BATCH:
+                _flush_chunks(current_chunks)
+                current_chunks = [chunk]
+            else:
+                current_chunks.append(chunk)
+
+        if current_chunks:
+            _flush_chunks(current_chunks)
 
         return document_indexing_results
 

backend/onyx/document_index/vespa/index.py

@@ -6,6 +6,7 @@ import re
 import time
 import urllib
 import zipfile
+from collections.abc import Iterable
 from dataclasses import dataclass
 from datetime import datetime
 from datetime import timedelta
@@ -461,7 +462,7 @@ class VespaIndex(DocumentIndex):
 
     def index(
         self,
-        chunks: list[DocMetadataAwareIndexChunk],
+        chunks: Iterable[DocMetadataAwareIndexChunk],
         index_batch_params: IndexBatchParams,
     ) -> set[OldDocumentInsertionRecord]:
         """

backend/onyx/document_index/vespa/vespa_document_index.py

@@ -1,6 +1,8 @@
 import concurrent.futures
 import logging
 import random
+from collections.abc import Generator
+from collections.abc import Iterable
 from typing import Any
 from uuid import UUID
 
@@ -8,6 +10,7 @@ import httpx
 from pydantic import BaseModel
 from retry import retry
 
+from onyx.configs.app_configs import MAX_CHUNKS_PER_DOC_BATCH
 from onyx.configs.app_configs import RECENCY_BIAS_MULTIPLIER
 from onyx.configs.app_configs import RERANK_COUNT
 from onyx.configs.chat_configs import DOC_TIME_DECAY
@@ -318,7 +321,7 @@ class VespaDocumentIndex(DocumentIndex):
 
     def index(
         self,
-        chunks: list[DocMetadataAwareIndexChunk],
+        chunks: Iterable[DocMetadataAwareIndexChunk],
         indexing_metadata: IndexingMetadata,
     ) -> list[DocumentInsertionRecord]:
         doc_id_to_chunk_cnt_diff = indexing_metadata.doc_id_to_chunk_cnt_diff
@@ -338,22 +341,31 @@ class VespaDocumentIndex(DocumentIndex):
 
         # Vespa has restrictions on valid characters, yet document IDs come from
         # external w.r.t. this class. We need to sanitize them.
-        cleaned_chunks: list[DocMetadataAwareIndexChunk] = [
-            clean_chunk_id_copy(chunk) for chunk in chunks
-        ]
-        assert len(cleaned_chunks) == len(
-            chunks
-        ), "Bug: Cleaned chunks and input chunks have different lengths."
+        #
+        # Instead of materializing all cleaned chunks upfront, we stream them
+        # through a generator that cleans IDs and builds the original-ID mapping
+        # incrementally as chunks flow into Vespa.
+        def _clean_and_track(
+            chunks_iter: Iterable[DocMetadataAwareIndexChunk],
+            id_map: dict[str, str],
+            seen_ids: set[str],
+        ) -> Generator[DocMetadataAwareIndexChunk, None, None]:
+            """Cleans chunk IDs and builds the original-ID mapping
+            incrementally as chunks flow through, avoiding a separate
+            materialization pass."""
+            for chunk in chunks_iter:
+                original_id = chunk.source_document.id
+                cleaned = clean_chunk_id_copy(chunk)
+                cleaned_id = cleaned.source_document.id
+                # Needed so the final DocumentInsertionRecord returned can have
+                # the original document ID. cleaned_chunks might not contain IDs
+                # exactly as callers supplied them.
+                id_map[cleaned_id] = original_id
+                seen_ids.add(cleaned_id)
+                yield cleaned
 
-        # Needed so the final DocumentInsertionRecord returned can have the
-        # original document ID. cleaned_chunks might not contain IDs exactly as
-        # callers supplied them.
-        new_document_id_to_original_document_id: dict[str, str] = dict()
-        for i, cleaned_chunk in enumerate(cleaned_chunks):
-            old_chunk = chunks[i]
-            new_document_id_to_original_document_id[
-                cleaned_chunk.source_document.id
-            ] = old_chunk.source_document.id
+        new_document_id_to_original_document_id: dict[str, str] = {}
+        all_cleaned_doc_ids: set[str] = set()
 
         existing_docs: set[str] = set()
 
@@ -409,8 +421,16 @@ class VespaDocumentIndex(DocumentIndex):
                     executor=executor,
                 )
 
-            # Insert new Vespa documents.
-            for chunk_batch in batch_generator(cleaned_chunks, BATCH_SIZE):
+            # Insert new Vespa documents, streaming through the cleaning
+            # pipeline so chunks are never fully materialized.
+            cleaned_chunks = _clean_and_track(
+                chunks,
+                new_document_id_to_original_document_id,
+                all_cleaned_doc_ids,
+            )
+            for chunk_batch in batch_generator(
+                cleaned_chunks, min(BATCH_SIZE, MAX_CHUNKS_PER_DOC_BATCH)
+            ):
                 batch_index_vespa_chunks(
                     chunks=chunk_batch,
                     index_name=self._index_name,
@@ -419,10 +439,6 @@ class VespaDocumentIndex(DocumentIndex):
                     executor=executor,
                 )
 
-        all_cleaned_doc_ids: set[str] = {
-            chunk.source_document.id for chunk in cleaned_chunks
-        }
-
         return [
             DocumentInsertionRecord(
                 document_id=new_document_id_to_original_document_id[cleaned_doc_id],

backend/onyx/file_processing/extract_file_text.py

@@ -44,6 +44,7 @@ KNOWN_OPENPYXL_BUGS = [
     "Value must be either numerical or a string containing a wildcard",
     "File contains no valid workbook part",
     "Unable to read workbook: could not read stylesheet from None",
+    "Colors must be aRGB hex values",
 ]
 
 

backend/onyx/file_processing/file_types.py

@@ -15,7 +15,6 @@ PLAIN_TEXT_MIME_TYPE = "text/plain"
 class OnyxMimeTypes:
     IMAGE_MIME_TYPES = {"image/jpg", "image/jpeg", "image/png", "image/webp"}
     CSV_MIME_TYPES = {"text/csv"}
-    TABULAR_MIME_TYPES = CSV_MIME_TYPES | {SPREADSHEET_MIME_TYPE}
     TEXT_MIME_TYPES = {
         PLAIN_TEXT_MIME_TYPE,
         "text/markdown",
@@ -35,12 +34,13 @@ class OnyxMimeTypes:
         PDF_MIME_TYPE,
         WORD_PROCESSING_MIME_TYPE,
         PRESENTATION_MIME_TYPE,
+        SPREADSHEET_MIME_TYPE,
         "message/rfc822",
         "application/epub+zip",
     }
 
     ALLOWED_MIME_TYPES = IMAGE_MIME_TYPES.union(
-        TEXT_MIME_TYPES, DOCUMENT_MIME_TYPES, TABULAR_MIME_TYPES
+        TEXT_MIME_TYPES, DOCUMENT_MIME_TYPES, CSV_MIME_TYPES
     )
 
     EXCLUDED_IMAGE_TYPES = {

backend/onyx/file_store/models.py

@@ -13,14 +13,13 @@ class ChatFileType(str, Enum):
     DOC = "document"
     # Plain text only contain the text
     PLAIN_TEXT = "plain_text"
-    # Tabular data files (CSV, TSV, XLSX) — metadata-only injection
-    TABULAR = "tabular"
+    CSV = "csv"
 
     def is_text_file(self) -> bool:
         return self in (
             ChatFileType.PLAIN_TEXT,
             ChatFileType.DOC,
-            ChatFileType.TABULAR,
+            ChatFileType.CSV,
         )
 
 

backend/onyx/indexing/adapters/document_indexing_adapter.py

@@ -19,7 +19,8 @@ from onyx.db.document import update_docs_updated_at__no_commit
 from onyx.db.document_set import fetch_document_sets_for_documents
 from onyx.indexing.indexing_pipeline import DocumentBatchPrepareContext
 from onyx.indexing.indexing_pipeline import index_doc_batch_prepare
-from onyx.indexing.models import BuildMetadataAwareChunksResult
+from onyx.indexing.models import ChunkEnrichmentContext
+from onyx.indexing.models import DocAwareChunk
 from onyx.indexing.models import DocMetadataAwareIndexChunk
 from onyx.indexing.models import IndexChunk
 from onyx.indexing.models import UpdatableChunkData
@@ -85,14 +86,21 @@ class DocumentIndexingBatchAdapter:
         ) as transaction:
             yield transaction
 
-    def build_metadata_aware_chunks(
+    def prepare_enrichment(
         self,
-        chunks_with_embeddings: list[IndexChunk],
-        chunk_content_scores: list[float],
-        tenant_id: str,
         context: DocumentBatchPrepareContext,
-    ) -> BuildMetadataAwareChunksResult:
-        """Enrich chunks with access, document sets, boosts, token counts, and hierarchy."""
+        tenant_id: str,
+        chunks: list[DocAwareChunk],
+    ) -> "DocumentChunkEnricher":
+        """Do all DB lookups once and return a per-chunk enricher."""
+        updatable_ids = [doc.id for doc in context.updatable_docs]
+
+        doc_id_to_new_chunk_cnt: dict[str, int] = {
+            doc_id: 0 for doc_id in updatable_ids
+        }
+        for chunk in chunks:
+            if chunk.source_document.id in doc_id_to_new_chunk_cnt:
+                doc_id_to_new_chunk_cnt[chunk.source_document.id] += 1
 
         no_access = DocumentAccess.build(
             user_emails=[],
@@ -102,67 +110,30 @@ class DocumentIndexingBatchAdapter:
             is_public=False,
         )
 
-        updatable_ids = [doc.id for doc in context.updatable_docs]
-
-        doc_id_to_access_info = get_access_for_documents(
-            document_ids=updatable_ids, db_session=self.db_session
-        )
-        doc_id_to_document_set = {
-            document_id: document_sets
-            for document_id, document_sets in fetch_document_sets_for_documents(
+        return DocumentChunkEnricher(
+            doc_id_to_access_info=get_access_for_documents(
                 document_ids=updatable_ids, db_session=self.db_session
-            )
-        }
-
-        doc_id_to_previous_chunk_cnt: dict[str, int] = {
-            document_id: chunk_count
-            for document_id, chunk_count in fetch_chunk_counts_for_documents(
-                document_ids=updatable_ids,
-                db_session=self.db_session,
-            )
-        }
-
-        doc_id_to_new_chunk_cnt: dict[str, int] = {
-            doc_id: 0 for doc_id in updatable_ids
-        }
-        for chunk in chunks_with_embeddings:
-            if chunk.source_document.id in doc_id_to_new_chunk_cnt:
-                doc_id_to_new_chunk_cnt[chunk.source_document.id] += 1
-
-        # Get ancestor hierarchy node IDs for each document
-        doc_id_to_ancestor_ids = self._get_ancestor_ids_for_documents(
-            context.updatable_docs, tenant_id
-        )
-
-        access_aware_chunks = [
-            DocMetadataAwareIndexChunk.from_index_chunk(
-                index_chunk=chunk,
-                access=doc_id_to_access_info.get(chunk.source_document.id, no_access),
-                document_sets=set(
-                    doc_id_to_document_set.get(chunk.source_document.id, [])
-                ),
-                user_project=[],
-                personas=[],
-                boost=(
-                    context.id_to_boost_map[chunk.source_document.id]
-                    if chunk.source_document.id in context.id_to_boost_map
-                    else DEFAULT_BOOST
-                ),
-                tenant_id=tenant_id,
-                aggregated_chunk_boost_factor=chunk_content_scores[chunk_num],
-                ancestor_hierarchy_node_ids=doc_id_to_ancestor_ids[
-                    chunk.source_document.id
-                ],
-            )
-            for chunk_num, chunk in enumerate(chunks_with_embeddings)
-        ]
-
-        return BuildMetadataAwareChunksResult(
-            chunks=access_aware_chunks,
-            doc_id_to_previous_chunk_cnt=doc_id_to_previous_chunk_cnt,
-            doc_id_to_new_chunk_cnt=doc_id_to_new_chunk_cnt,
-            user_file_id_to_raw_text={},
-            user_file_id_to_token_count={},
+            ),
+            doc_id_to_document_set={
+                document_id: document_sets
+                for document_id, document_sets in fetch_document_sets_for_documents(
+                    document_ids=updatable_ids, db_session=self.db_session
+                )
+            },
+            doc_id_to_ancestor_ids=self._get_ancestor_ids_for_documents(
+                context.updatable_docs, tenant_id
+            ),
+            id_to_boost_map=context.id_to_boost_map,
+            doc_id_to_previous_chunk_cnt={
+                document_id: chunk_count
+                for document_id, chunk_count in fetch_chunk_counts_for_documents(
+                    document_ids=updatable_ids,
+                    db_session=self.db_session,
+                )
+            },
+            doc_id_to_new_chunk_cnt=dict(doc_id_to_new_chunk_cnt),
+            no_access=no_access,
+            tenant_id=tenant_id,
         )
 
     def _get_ancestor_ids_for_documents(
@@ -203,7 +174,7 @@ class DocumentIndexingBatchAdapter:
         context: DocumentBatchPrepareContext,
         updatable_chunk_data: list[UpdatableChunkData],
         filtered_documents: list[Document],
-        result: BuildMetadataAwareChunksResult,
+        enrichment: ChunkEnrichmentContext,
     ) -> None:
         """Finalize DB updates, store plaintext, and mark docs as indexed."""
         updatable_ids = [doc.id for doc in context.updatable_docs]
@@ -227,7 +198,7 @@ class DocumentIndexingBatchAdapter:
 
         update_docs_chunk_count__no_commit(
             document_ids=updatable_ids,
-            doc_id_to_chunk_count=result.doc_id_to_new_chunk_cnt,
+            doc_id_to_chunk_count=enrichment.doc_id_to_new_chunk_cnt,
             db_session=self.db_session,
         )
 
@@ -249,3 +220,52 @@ class DocumentIndexingBatchAdapter:
         )
 
         self.db_session.commit()
+
+
+class DocumentChunkEnricher:
+    """Pre-computed metadata for per-chunk enrichment of connector documents."""
+
+    def __init__(
+        self,
+        doc_id_to_access_info: dict[str, DocumentAccess],
+        doc_id_to_document_set: dict[str, list[str]],
+        doc_id_to_ancestor_ids: dict[str, list[int]],
+        id_to_boost_map: dict[str, int],
+        doc_id_to_previous_chunk_cnt: dict[str, int],
+        doc_id_to_new_chunk_cnt: dict[str, int],
+        no_access: DocumentAccess,
+        tenant_id: str,
+    ) -> None:
+        self._doc_id_to_access_info = doc_id_to_access_info
+        self._doc_id_to_document_set = doc_id_to_document_set
+        self._doc_id_to_ancestor_ids = doc_id_to_ancestor_ids
+        self._id_to_boost_map = id_to_boost_map
+        self._no_access = no_access
+        self._tenant_id = tenant_id
+        self.doc_id_to_previous_chunk_cnt = doc_id_to_previous_chunk_cnt
+        self.doc_id_to_new_chunk_cnt = doc_id_to_new_chunk_cnt
+
+    def enrich_chunk(
+        self, chunk: IndexChunk, score: float
+    ) -> DocMetadataAwareIndexChunk:
+        return DocMetadataAwareIndexChunk.from_index_chunk(
+            index_chunk=chunk,
+            access=self._doc_id_to_access_info.get(
+                chunk.source_document.id, self._no_access
+            ),
+            document_sets=set(
+                self._doc_id_to_document_set.get(chunk.source_document.id, [])
+            ),
+            user_project=[],
+            personas=[],
+            boost=(
+                self._id_to_boost_map[chunk.source_document.id]
+                if chunk.source_document.id in self._id_to_boost_map
+                else DEFAULT_BOOST
+            ),
+            tenant_id=self._tenant_id,
+            aggregated_chunk_boost_factor=score,
+            ancestor_hierarchy_node_ids=self._doc_id_to_ancestor_ids[
+                chunk.source_document.id
+            ],
+        )

backend/onyx/indexing/adapters/user_file_indexing_adapter.py

@@ -1,6 +1,9 @@
+from __future__ import annotations
+
 import contextlib
 import datetime
 import time
+from collections import defaultdict
 from collections.abc import Generator
 from uuid import UUID
 
@@ -24,7 +27,8 @@ from onyx.db.user_file import fetch_persona_ids_for_user_files
 from onyx.db.user_file import fetch_user_project_ids_for_user_files
 from onyx.file_store.utils import store_user_file_plaintext
 from onyx.indexing.indexing_pipeline import DocumentBatchPrepareContext
-from onyx.indexing.models import BuildMetadataAwareChunksResult
+from onyx.indexing.models import ChunkEnrichmentContext
+from onyx.indexing.models import DocAwareChunk
 from onyx.indexing.models import DocMetadataAwareIndexChunk
 from onyx.indexing.models import IndexChunk
 from onyx.indexing.models import UpdatableChunkData
@@ -102,13 +106,20 @@ class UserFileIndexingAdapter:
                 f"Failed to acquire locks after {_NUM_LOCK_ATTEMPTS} attempts for user files: {[doc.id for doc in documents]}"
             )
 
-    def build_metadata_aware_chunks(
+    def prepare_enrichment(
         self,
-        chunks_with_embeddings: list[IndexChunk],
-        chunk_content_scores: list[float],
-        tenant_id: str,
         context: DocumentBatchPrepareContext,
-    ) -> BuildMetadataAwareChunksResult:
+        tenant_id: str,
+        chunks: list[DocAwareChunk],
+    ) -> UserFileChunkEnricher:
+        """Do all DB lookups and pre-compute file metadata from chunks."""
+        updatable_ids = [doc.id for doc in context.updatable_docs]
+
+        doc_id_to_new_chunk_cnt: dict[str, int] = defaultdict(int)
+        content_by_file: dict[str, list[str]] = defaultdict(list)
+        for chunk in chunks:
+            doc_id_to_new_chunk_cnt[chunk.source_document.id] += 1
+            content_by_file[chunk.source_document.id].append(chunk.content)
 
         no_access = DocumentAccess.build(
             user_emails=[],
@@ -118,7 +129,6 @@ class UserFileIndexingAdapter:
             is_public=False,
         )
 
-        updatable_ids = [doc.id for doc in context.updatable_docs]
         user_file_id_to_project_ids = fetch_user_project_ids_for_user_files(
             user_file_ids=updatable_ids,
             db_session=self.db_session,
@@ -139,17 +149,6 @@ class UserFileIndexingAdapter:
             )
         }
 
-        user_file_id_to_new_chunk_cnt: dict[str, int] = {
-            user_file_id: len(
-                [
-                    chunk
-                    for chunk in chunks_with_embeddings
-                    if chunk.source_document.id == user_file_id
-                ]
-            )
-            for user_file_id in updatable_ids
-        }
-
         # Initialize tokenizer used for token count calculation
         try:
             llm = get_default_llm()
@@ -164,15 +163,9 @@ class UserFileIndexingAdapter:
         user_file_id_to_raw_text: dict[str, str] = {}
         user_file_id_to_token_count: dict[str, int | None] = {}
         for user_file_id in updatable_ids:
-            user_file_chunks = [
-                chunk
-                for chunk in chunks_with_embeddings
-                if chunk.source_document.id == user_file_id
-            ]
-            if user_file_chunks:
-                combined_content = " ".join(
-                    [chunk.content for chunk in user_file_chunks]
-                )
+            contents = content_by_file.get(user_file_id)
+            if contents:
+                combined_content = " ".join(contents)
                 user_file_id_to_raw_text[str(user_file_id)] = combined_content
                 token_count: int = (
                     count_tokens(combined_content, llm_tokenizer)
@@ -184,28 +177,16 @@ class UserFileIndexingAdapter:
                 user_file_id_to_raw_text[str(user_file_id)] = ""
                 user_file_id_to_token_count[str(user_file_id)] = None
 
-        access_aware_chunks = [
-            DocMetadataAwareIndexChunk.from_index_chunk(
-                index_chunk=chunk,
-                access=user_file_id_to_access.get(chunk.source_document.id, no_access),
-                document_sets=set(),
-                user_project=user_file_id_to_project_ids.get(
-                    chunk.source_document.id, []
-                ),
-                personas=user_file_id_to_persona_ids.get(chunk.source_document.id, []),
-                boost=DEFAULT_BOOST,
-                tenant_id=tenant_id,
-                aggregated_chunk_boost_factor=chunk_content_scores[chunk_num],
-            )
-            for chunk_num, chunk in enumerate(chunks_with_embeddings)
-        ]
-
-        return BuildMetadataAwareChunksResult(
-            chunks=access_aware_chunks,
+        return UserFileChunkEnricher(
+            user_file_id_to_access=user_file_id_to_access,
+            user_file_id_to_project_ids=user_file_id_to_project_ids,
+            user_file_id_to_persona_ids=user_file_id_to_persona_ids,
             doc_id_to_previous_chunk_cnt=user_file_id_to_previous_chunk_cnt,
-            doc_id_to_new_chunk_cnt=user_file_id_to_new_chunk_cnt,
+            doc_id_to_new_chunk_cnt=dict(doc_id_to_new_chunk_cnt),
             user_file_id_to_raw_text=user_file_id_to_raw_text,
             user_file_id_to_token_count=user_file_id_to_token_count,
+            no_access=no_access,
+            tenant_id=tenant_id,
         )
 
     def _notify_assistant_owners_if_files_ready(
@@ -249,8 +230,9 @@ class UserFileIndexingAdapter:
         context: DocumentBatchPrepareContext,
         updatable_chunk_data: list[UpdatableChunkData],  # noqa: ARG002
         filtered_documents: list[Document],  # noqa: ARG002
-        result: BuildMetadataAwareChunksResult,
+        enrichment: ChunkEnrichmentContext,
     ) -> None:
+        assert isinstance(enrichment, UserFileChunkEnricher)
         user_file_ids = [doc.id for doc in context.updatable_docs]
 
         user_files = (
@@ -266,8 +248,10 @@ class UserFileIndexingAdapter:
             user_file.last_project_sync_at = datetime.datetime.now(
                 datetime.timezone.utc
             )
-            user_file.chunk_count = result.doc_id_to_new_chunk_cnt[str(user_file.id)]
-            user_file.token_count = result.user_file_id_to_token_count[
+            user_file.chunk_count = enrichment.doc_id_to_new_chunk_cnt.get(
+                str(user_file.id), 0
+            )
+            user_file.token_count = enrichment.user_file_id_to_token_count[
                 str(user_file.id)
             ]
 
@@ -279,8 +263,54 @@ class UserFileIndexingAdapter:
         # Store the plaintext in the file store for faster retrieval
         # NOTE: this creates its own session to avoid committing the overall
         # transaction.
-        for user_file_id, raw_text in result.user_file_id_to_raw_text.items():
+        for user_file_id, raw_text in enrichment.user_file_id_to_raw_text.items():
             store_user_file_plaintext(
                 user_file_id=UUID(user_file_id),
                 plaintext_content=raw_text,
             )
+
+
+class UserFileChunkEnricher:
+    """Pre-computed metadata for per-chunk enrichment of user-uploaded files."""
+
+    def __init__(
+        self,
+        user_file_id_to_access: dict[str, DocumentAccess],
+        user_file_id_to_project_ids: dict[str, list[int]],
+        user_file_id_to_persona_ids: dict[str, list[int]],
+        doc_id_to_previous_chunk_cnt: dict[str, int],
+        doc_id_to_new_chunk_cnt: dict[str, int],
+        user_file_id_to_raw_text: dict[str, str],
+        user_file_id_to_token_count: dict[str, int | None],
+        no_access: DocumentAccess,
+        tenant_id: str,
+    ) -> None:
+        self._user_file_id_to_access = user_file_id_to_access
+        self._user_file_id_to_project_ids = user_file_id_to_project_ids
+        self._user_file_id_to_persona_ids = user_file_id_to_persona_ids
+        self._no_access = no_access
+        self._tenant_id = tenant_id
+        self.doc_id_to_previous_chunk_cnt = doc_id_to_previous_chunk_cnt
+        self.doc_id_to_new_chunk_cnt = doc_id_to_new_chunk_cnt
+        self.user_file_id_to_raw_text = user_file_id_to_raw_text
+        self.user_file_id_to_token_count = user_file_id_to_token_count
+
+    def enrich_chunk(
+        self, chunk: IndexChunk, score: float
+    ) -> DocMetadataAwareIndexChunk:
+        return DocMetadataAwareIndexChunk.from_index_chunk(
+            index_chunk=chunk,
+            access=self._user_file_id_to_access.get(
+                chunk.source_document.id, self._no_access
+            ),
+            document_sets=set(),
+            user_project=self._user_file_id_to_project_ids.get(
+                chunk.source_document.id, []
+            ),
+            personas=self._user_file_id_to_persona_ids.get(
+                chunk.source_document.id, []
+            ),
+            boost=DEFAULT_BOOST,
+            tenant_id=self._tenant_id,
+            aggregated_chunk_boost_factor=score,
+        )

backend/onyx/indexing/indexing_pipeline.py

@@ -1,5 +1,6 @@
 from collections import defaultdict
 from collections.abc import Callable
+from typing import cast
 from typing import Protocol
 
 from pydantic import BaseModel
@@ -91,6 +92,15 @@ class IndexingPipelineResult(BaseModel):
 
     failures: list[ConnectorFailure]
 
+    @classmethod
+    def empty(cls, total_docs: int) -> "IndexingPipelineResult":
+        return cls(
+            new_docs=0,
+            total_docs=total_docs,
+            total_chunks=0,
+            failures=[],
+        )
+
 
 class IndexingPipelineProtocol(Protocol):
     def __call__(
@@ -672,12 +682,7 @@ def index_doc_batch(
     filtered_documents = filter_fnc(document_batch)
     context = adapter.prepare(filtered_documents, ignore_time_skip)
     if not context:
-        return IndexingPipelineResult(
-            new_docs=0,
-            total_docs=len(filtered_documents),
-            total_chunks=0,
-            failures=[],
-        )
+        return IndexingPipelineResult.empty(len(filtered_documents))
 
     # Convert documents to IndexingDocument objects with processed section
     # logger.debug("Processing image sections")
@@ -748,14 +753,20 @@ def index_doc_batch(
         # we still write data here for the immediate and most likely correct sync, but
         # to resolve this, an update of the last modified field at the end of this loop
         # always triggers a final metadata sync via the celery queue
-        result = adapter.build_metadata_aware_chunks(
-            chunks_with_embeddings=chunks_with_embeddings,
-            chunk_content_scores=chunk_content_scores,
-            tenant_id=tenant_id,
+        enricher = adapter.prepare_enrichment(
             context=context,
+            tenant_id=tenant_id,
+            chunks=cast(list[DocAwareChunk], chunks_with_embeddings),
         )
 
-        short_descriptor_list = [chunk.to_short_descriptor() for chunk in result.chunks]
+        metadata_aware_chunks = [
+            enricher.enrich_chunk(chunk, score)
+            for chunk, score in zip(chunks_with_embeddings, chunk_content_scores)
+        ]
+
+        short_descriptor_list = [
+            chunk.to_short_descriptor() for chunk in metadata_aware_chunks
+        ]
         short_descriptor_log = str(short_descriptor_list)[:1024]
         logger.debug(f"Indexing the following chunks: {short_descriptor_log}")
 
@@ -770,10 +781,10 @@ def index_doc_batch(
                 vector_db_write_failures,
             ) = write_chunks_to_vector_db_with_backoff(
                 document_index=document_index,
-                chunks=result.chunks,
+                chunks=metadata_aware_chunks,
                 index_batch_params=IndexBatchParams(
-                    doc_id_to_previous_chunk_cnt=result.doc_id_to_previous_chunk_cnt,
-                    doc_id_to_new_chunk_cnt=result.doc_id_to_new_chunk_cnt,
+                    doc_id_to_previous_chunk_cnt=enricher.doc_id_to_previous_chunk_cnt,
+                    doc_id_to_new_chunk_cnt=enricher.doc_id_to_new_chunk_cnt,
                     tenant_id=tenant_id,
                     large_chunks_enabled=chunker.enable_large_chunks,
                 ),
@@ -815,7 +826,7 @@ def index_doc_batch(
             context=context,
             updatable_chunk_data=updatable_chunk_data,
             filtered_documents=filtered_documents,
-            result=result,
+            enrichment=enricher,
         )
 
     assert primary_doc_idx_insertion_records is not None

backend/onyx/indexing/models.py

@@ -235,12 +235,16 @@ class UpdatableChunkData(BaseModel):
     boost_score: float
 
 
-class BuildMetadataAwareChunksResult(BaseModel):
-    chunks: list[DocMetadataAwareIndexChunk]
+class ChunkEnrichmentContext(Protocol):
+    """Returned by prepare_enrichment. Holds pre-computed metadata lookups
+    and provides per-chunk enrichment."""
+
     doc_id_to_previous_chunk_cnt: dict[str, int]
     doc_id_to_new_chunk_cnt: dict[str, int]
-    user_file_id_to_raw_text: dict[str, str]
-    user_file_id_to_token_count: dict[str, int | None]
+
+    def enrich_chunk(
+        self, chunk: IndexChunk, score: float
+    ) -> DocMetadataAwareIndexChunk: ...
 
 
 class IndexingBatchAdapter(Protocol):
@@ -254,18 +258,24 @@ class IndexingBatchAdapter(Protocol):
     ) -> Generator[TransactionalContext, None, None]:
         """Provide a transaction/row-lock context for critical updates."""
 
-    def build_metadata_aware_chunks(
+    def prepare_enrichment(
         self,
-        chunks_with_embeddings: list[IndexChunk],
-        chunk_content_scores: list[float],
-        tenant_id: str,
         context: "DocumentBatchPrepareContext",
-    ) -> BuildMetadataAwareChunksResult: ...
+        tenant_id: str,
+        chunks: list[DocAwareChunk],
+    ) -> ChunkEnrichmentContext:
+        """Prepare per-chunk enrichment data (access, document sets, boost, etc.).
+
+        Precondition: ``chunks`` have already been through the embedding step
+        (i.e. they are ``IndexChunk`` instances with populated embeddings,
+        passed here as the base ``DocAwareChunk`` type).
+        """
+        ...
 
     def post_index(
         self,
         context: "DocumentBatchPrepareContext",
         updatable_chunk_data: list[UpdatableChunkData],
         filtered_documents: list[Document],
-        result: BuildMetadataAwareChunksResult,
+        enrichment: ChunkEnrichmentContext,
     ) -> None: ...

backend/onyx/llm/multi_llm.py

@@ -185,6 +185,21 @@ def _messages_contain_tool_content(messages: list[dict[str, Any]]) -> bool:
     return False
 
 
+def _prompt_contains_tool_call_history(prompt: LanguageModelInput) -> bool:
+    """Check if the prompt contains any assistant messages with tool_calls.
+
+    When Anthropic's extended thinking is enabled, the API requires every
+    assistant message to start with a thinking block before any tool_use
+    blocks.  Since we don't preserve thinking_blocks (they carry
+    cryptographic signatures that can't be reconstructed), we must skip
+    the thinking param whenever history contains prior tool-calling turns.
+    """
+    from onyx.llm.models import AssistantMessage
+
+    msgs = prompt if isinstance(prompt, list) else [prompt]
+    return any(isinstance(msg, AssistantMessage) and msg.tool_calls for msg in msgs)
+
+
 def _is_vertex_model_rejecting_output_config(model_name: str) -> bool:
     normalized_model_name = model_name.lower()
     return any(
@@ -466,7 +481,20 @@ class LitellmLLM(LLM):
                     reasoning_effort
                 )
 
-                if budget_tokens is not None:
+                # Anthropic requires every assistant message with tool_use
+                # blocks to start with a thinking block that carries a
+                # cryptographic signature.  We don't preserve those blocks
+                # across turns, so skip thinking when the history already
+                # contains tool-calling assistant messages.  LiteLLM's
+                # modify_params workaround doesn't cover all providers
+                # (notably Bedrock).
+                can_enable_thinking = (
+                    budget_tokens is not None
+                    and not _prompt_contains_tool_call_history(prompt)
+                )
+
+                if can_enable_thinking:
+                    assert budget_tokens is not None  # mypy
                     if max_tokens is not None:
                         # Anthropic has a weird rule where max token has to be at least as much as budget tokens if set
                         # and the minimum budget tokens is 1024

backend/onyx/server/features/build/sandbox/kubernetes/docker/templates/outputs/web/package-lock.json

@@ -3844,9 +3844,9 @@
       }
     },
     "node_modules/@ts-morph/common/node_modules/brace-expansion": {
-      "version": "5.0.3",
-      "resolved": "https://registry.npmjs.org/brace-expansion/-/brace-expansion-5.0.3.tgz",
-      "integrity": "sha512-fy6KJm2RawA5RcHkLa1z/ScpBeA762UF9KmZQxwIbDtRJrgLzM10depAiEQ+CXYcoiqW1/m96OAAoke2nE9EeA==",
+      "version": "5.0.5",
+      "resolved": "https://registry.npmjs.org/brace-expansion/-/brace-expansion-5.0.5.tgz",
+      "integrity": "sha512-VZznLgtwhn+Mact9tfiwx64fA9erHH/MCXEUfB/0bX/6Fz6ny5EGTXYltMocqg4xFAQZtnO3DHWWXi8RiuN7cQ==",
       "license": "MIT",
       "dependencies": {
         "balanced-match": "^4.0.2"
@@ -4224,9 +4224,9 @@
       }
     },
     "node_modules/@typescript-eslint/typescript-estree/node_modules/brace-expansion": {
-      "version": "2.0.2",
-      "resolved": "https://registry.npmjs.org/brace-expansion/-/brace-expansion-2.0.2.tgz",
-      "integrity": "sha512-Jt0vHyM+jmUBqojB7E1NIYadt0vI0Qxjxd2TErW94wDz+E2LAm5vKMXXwg6ZZBTHPuUlDgQHKXvjGBdfcF1ZDQ==",
+      "version": "2.0.3",
+      "resolved": "https://registry.npmjs.org/brace-expansion/-/brace-expansion-2.0.3.tgz",
+      "integrity": "sha512-MCV/fYJEbqx68aE58kv2cA/kiky1G8vux3OR6/jbS+jIMe/6fJWa0DTzJU7dqijOWYwHi1t29FlfYI9uytqlpA==",
       "dev": true,
       "license": "MIT",
       "dependencies": {
@@ -5007,9 +5007,9 @@
       }
     },
     "node_modules/brace-expansion": {
-      "version": "1.1.12",
-      "resolved": "https://registry.npmjs.org/brace-expansion/-/brace-expansion-1.1.12.tgz",
-      "integrity": "sha512-9T9UjW3r0UW5c1Q7GTwllptXwhvYmEzFhzMfZ9H7FQWt+uZePjZPjBP/W1ZEyZ1twGWom5/56TF4lPcqjnDHcg==",
+      "version": "1.1.13",
+      "resolved": "https://registry.npmjs.org/brace-expansion/-/brace-expansion-1.1.13.tgz",
+      "integrity": "sha512-9ZLprWS6EENmhEOpjCYW2c8VkmOvckIJZfkr7rBW6dObmfgJ/L1GpSYW5Hpo9lDz4D1+n0Ckz8rU7FwHDQiG/w==",
       "dev": true,
       "license": "MIT",
       "dependencies": {

backend/onyx/server/features/hooks/api.py

@@ -123,9 +123,8 @@ def _validate_endpoint(
     (not reachable — indicates the api_key is invalid).
 
     Timeout handling:
-    - ConnectTimeout: TCP handshake never completed → cannot_connect.
-    - ReadTimeout / WriteTimeout: TCP was established, server responded slowly → timeout
-      (operator should consider increasing timeout_seconds).
+    - Any httpx.TimeoutException (ConnectTimeout, ReadTimeout, WriteTimeout, PoolTimeout) →
+      timeout (operator should consider increasing timeout_seconds).
     - All other exceptions → cannot_connect.
     """
     _check_ssrf_safety(endpoint_url)

backend/onyx/server/features/projects/projects_file_utils.py

@@ -76,26 +76,11 @@ class CategorizedFiles(BaseModel):
     acceptable: list[UploadFile] = Field(default_factory=list)
     rejected: list[RejectedFile] = Field(default_factory=list)
     acceptable_file_to_token_count: dict[str, int] = Field(default_factory=dict)
-    # Filenames within `acceptable` that should be stored but not indexed.
-    skip_indexing: set[str] = Field(default_factory=set)
 
     # Allow FastAPI UploadFile instances
     model_config = ConfigDict(arbitrary_types_allowed=True)
 
 
-# Extensions that bypass the token-count threshold on upload.
-_TOKEN_THRESHOLD_EXEMPT_EXTENSIONS: set[str] = {
-    ".csv",
-    ".tsv",
-    ".xlsx",
-}
-
-
-def _skip_token_threshold(extension: str) -> bool:
-    """Return True if this file extension should bypass the token limit."""
-    return extension.lower() in _TOKEN_THRESHOLD_EXEMPT_EXTENSIONS
-
-
 def _apply_long_side_cap(width: int, height: int, cap: int) -> tuple[int, int]:
     if max(width, height) <= cap:
         return width, height
@@ -279,17 +264,7 @@ def categorize_uploaded_files(
                 token_count = count_tokens(
                     text_content, tokenizer, token_limit=token_threshold
                 )
-                exceeds_threshold = (
-                    token_threshold is not None and token_count > token_threshold
-                )
-                if exceeds_threshold and _skip_token_threshold(extension):
-                    # Exempt extensions (e.g. spreadsheets) are accepted
-                    # but flagged to skip indexing — only metadata is
-                    # injected into the LLM context.
-                    results.acceptable.append(upload)
-                    results.acceptable_file_to_token_count[filename] = token_count
-                    results.skip_indexing.add(filename)
-                elif exceeds_threshold:
+                if token_threshold is not None and token_count > token_threshold:
                     results.rejected.append(
                         RejectedFile(
                             filename=filename,

backend/onyx/server/metrics/indexing_pipeline.py

@@ -12,7 +12,6 @@ stale, which is fine for monitoring dashboards.
 import json
 import threading
 import time
-from collections.abc import Callable
 from datetime import datetime
 from datetime import timezone
 from typing import Any
@@ -104,25 +103,23 @@ class _CachedCollector(Collector):
 
 
 class QueueDepthCollector(_CachedCollector):
-    """Reads Celery queue lengths from the broker Redis on each scrape.
-
-    Uses a Redis client factory (callable) rather than a stored client
-    reference so the connection is always fresh from Celery's pool.
-    """
+    """Reads Celery queue lengths from the broker Redis on each scrape."""
 
     def __init__(self, cache_ttl: float = _DEFAULT_CACHE_TTL) -> None:
         super().__init__(cache_ttl)
-        self._get_redis: Callable[[], Redis] | None = None
+        self._celery_app: Any | None = None
 
-    def set_redis_factory(self, factory: Callable[[], Redis]) -> None:
-        """Set a callable that returns a broker Redis client on demand."""
-        self._get_redis = factory
+    def set_celery_app(self, app: Any) -> None:
+        """Set the Celery app for broker Redis access."""
+        self._celery_app = app
 
     def _collect_fresh(self) -> list[GaugeMetricFamily]:
-        if self._get_redis is None:
+        if self._celery_app is None:
             return []
 
-        redis_client = self._get_redis()
+        from onyx.background.celery.celery_redis import celery_get_broker_client
+
+        redis_client = celery_get_broker_client(self._celery_app)
 
         depth = GaugeMetricFamily(
             "onyx_queue_depth",
@@ -404,17 +401,19 @@ class RedisHealthCollector(_CachedCollector):
 
     def __init__(self, cache_ttl: float = _DEFAULT_CACHE_TTL) -> None:
         super().__init__(cache_ttl)
-        self._get_redis: Callable[[], Redis] | None = None
+        self._celery_app: Any | None = None
 
-    def set_redis_factory(self, factory: Callable[[], Redis]) -> None:
-        """Set a callable that returns a broker Redis client on demand."""
-        self._get_redis = factory
+    def set_celery_app(self, app: Any) -> None:
+        """Set the Celery app for broker Redis access."""
+        self._celery_app = app
 
     def _collect_fresh(self) -> list[GaugeMetricFamily]:
-        if self._get_redis is None:
+        if self._celery_app is None:
             return []
 
-        redis_client = self._get_redis()
+        from onyx.background.celery.celery_redis import celery_get_broker_client
+
+        redis_client = celery_get_broker_client(self._celery_app)
 
         memory_used = GaugeMetricFamily(
             "onyx_redis_memory_used_bytes",

backend/onyx/server/metrics/indexing_pipeline_setup.py

@@ -3,12 +3,8 @@
 Called once by the monitoring celery worker after Redis and DB are ready.
 """
 
-from collections.abc import Callable
-from typing import Any
-
 from celery import Celery
 from prometheus_client.registry import REGISTRY
-from redis import Redis
 
 from onyx.server.metrics.indexing_pipeline import ConnectorHealthCollector
 from onyx.server.metrics.indexing_pipeline import IndexAttemptCollector
@@ -21,7 +17,7 @@ from onyx.utils.logger import setup_logger
 logger = setup_logger()
 
 # Module-level singletons — these are lightweight objects (no connections or DB
-# state) until configure() / set_redis_factory() is called. Keeping them at
+# state) until configure() / set_celery_app() is called. Keeping them at
 # module level ensures they survive the lifetime of the worker process and are
 # only registered with the Prometheus registry once.
 _queue_collector = QueueDepthCollector()
@@ -32,72 +28,15 @@ _worker_health_collector = WorkerHealthCollector()
 _heartbeat_monitor: WorkerHeartbeatMonitor | None = None
 
 
-def _make_broker_redis_factory(celery_app: Celery) -> Callable[[], Redis]:
-    """Create a factory that returns a cached broker Redis client.
-
-    Reuses a single connection across scrapes to avoid leaking connections.
-    Reconnects automatically if the cached connection becomes stale.
-    """
-    _cached_client: list[Redis | None] = [None]
-    # Keep a reference to the Kombu Connection so we can close it on
-    # reconnect (the raw Redis client outlives the Kombu wrapper).
-    _cached_kombu_conn: list[Any] = [None]
-
-    def _close_client(client: Redis) -> None:
-        """Best-effort close of a Redis client."""
-        try:
-            client.close()
-        except Exception:
-            logger.debug("Failed to close stale Redis client", exc_info=True)
-
-    def _close_kombu_conn() -> None:
-        """Best-effort close of the cached Kombu Connection."""
-        conn = _cached_kombu_conn[0]
-        if conn is not None:
-            try:
-                conn.close()
-            except Exception:
-                logger.debug("Failed to close Kombu connection", exc_info=True)
-            _cached_kombu_conn[0] = None
-
-    def _get_broker_redis() -> Redis:
-        client = _cached_client[0]
-        if client is not None:
-            try:
-                client.ping()
-                return client
-            except Exception:
-                logger.debug("Cached Redis client stale, reconnecting")
-                _close_client(client)
-                _cached_client[0] = None
-                _close_kombu_conn()
-
-        # Get a fresh Redis client from the broker connection.
-        # We hold this client long-term (cached above) rather than using a
-        # context manager, because we need it to persist across scrapes.
-        # The caching logic above ensures we only ever hold one connection,
-        # and we close it explicitly on reconnect.
-        conn = celery_app.broker_connection()
-        # kombu's Channel exposes .client at runtime (the underlying Redis
-        # client) but the type stubs don't declare it.
-        new_client: Redis = conn.channel().client  # type: ignore[attr-defined]
-        _cached_client[0] = new_client
-        _cached_kombu_conn[0] = conn
-        return new_client
-
-    return _get_broker_redis
-
-
 def setup_indexing_pipeline_metrics(celery_app: Celery) -> None:
     """Register all indexing pipeline collectors with the default registry.
 
     Args:
-        celery_app: The Celery application instance. Used to obtain a fresh
+        celery_app: The Celery application instance. Used to obtain a
             broker Redis client on each scrape for queue depth metrics.
     """
-    redis_factory = _make_broker_redis_factory(celery_app)
-    _queue_collector.set_redis_factory(redis_factory)
-    _redis_health_collector.set_redis_factory(redis_factory)
+    _queue_collector.set_celery_app(celery_app)
+    _redis_health_collector.set_celery_app(celery_app)
 
     # Start the heartbeat monitor daemon thread — uses a single persistent
     # connection to receive worker-heartbeat events.

backend/onyx/server/query_and_chat/chat_utils.py

@@ -9,8 +9,8 @@ def mime_type_to_chat_file_type(mime_type: str | None) -> ChatFileType:
     if mime_type in OnyxMimeTypes.IMAGE_MIME_TYPES:
         return ChatFileType.IMAGE
 
-    if mime_type in OnyxMimeTypes.TABULAR_MIME_TYPES:
-        return ChatFileType.TABULAR
+    if mime_type in OnyxMimeTypes.CSV_MIME_TYPES:
+        return ChatFileType.CSV
 
     if mime_type in OnyxMimeTypes.DOCUMENT_MIME_TYPES:
         return ChatFileType.DOC

backend/onyx/tools/tool_implementations/file_reader/file_reader_tool.py

@@ -169,10 +169,10 @@ class FileReaderTool(Tool[FileReaderToolOverrideKwargs]):
 
         chat_file = self._load_file(file_id)
 
-        # Only PLAIN_TEXT and TABULAR are guaranteed to contain actual text bytes.
+        # Only PLAIN_TEXT and CSV are guaranteed to contain actual text bytes.
         # DOC type in a loaded file means plaintext extraction failed and the
         # content is the original binary (e.g. raw PDF/DOCX bytes).
-        if chat_file.file_type not in (ChatFileType.PLAIN_TEXT, ChatFileType.TABULAR):
+        if chat_file.file_type not in (ChatFileType.PLAIN_TEXT, ChatFileType.CSV):
             raise ToolCallException(
                 message=f"File {file_id} is not a text file (type={chat_file.file_type})",
                 llm_facing_message=(

backend/requirements/default.txt

@@ -187,7 +187,7 @@ coloredlogs==15.0.1
     # via onnxruntime
 courlan==1.3.2
     # via trafilatura
-cryptography==46.0.5
+cryptography==46.0.6
     # via
     #   authlib
     #   google-auth
@@ -449,7 +449,7 @@ kombu==5.5.4
     # via celery
 kubernetes==31.0.0
     # via onyx
-langchain-core==1.2.11
+langchain-core==1.2.22
     # via onyx
 langdetect==1.0.9
     # via unstructured

backend/requirements/dev.txt

@@ -97,7 +97,7 @@ comm==0.2.3
     # via ipykernel
 contourpy==1.3.3
     # via matplotlib
-cryptography==46.0.5
+cryptography==46.0.6
     # via
     #   google-auth
     #   pyjwt
@@ -263,7 +263,7 @@ oauthlib==3.2.2
     # via
     #   kubernetes
     #   requests-oauthlib
-onyx-devtools==0.7.1
+onyx-devtools==0.7.2
     # via onyx
 openai==2.14.0
     # via

backend/requirements/ee.txt

@@ -76,7 +76,7 @@ colorama==0.4.6 ; sys_platform == 'win32'
     # via
     #   click
     #   tqdm
-cryptography==46.0.5
+cryptography==46.0.6
     # via
     #   google-auth
     #   pyjwt

backend/requirements/model_server.txt

@@ -92,7 +92,7 @@ colorama==0.4.6 ; sys_platform == 'win32'
     # via
     #   click
     #   tqdm
-cryptography==46.0.5
+cryptography==46.0.6
     # via
     #   google-auth
     #   pyjwt

backend/tests/external_dependency_unit/celery/test_persona_file_sync.py

@@ -129,6 +129,10 @@ def _patch_task_app(task: Any, mock_app: MagicMock) -> Generator[None, None, Non
             return_value=mock_app,
         ),
         patch(_PATCH_QUEUE_DEPTH, return_value=0),
+        patch(
+            "onyx.background.celery.tasks.user_file_processing.tasks.celery_get_broker_client",
+            return_value=MagicMock(),
+        ),
     ):
         yield
 

backend/tests/external_dependency_unit/celery/test_user_file_delete_queue.py

@@ -88,10 +88,22 @@ def _patch_task_app(task: Any, mock_app: MagicMock) -> Generator[None, None, Non
     the actual task instance.  We patch ``app`` on that instance's class
     (a unique Celery-generated Task subclass) so the mock is scoped to this
     task only.
+
+    Also patches ``celery_get_broker_client`` so the mock app doesn't need
+    a real broker URL.
     """
     task_instance = task.run.__self__
-    with patch.object(
-        type(task_instance), "app", new_callable=PropertyMock, return_value=mock_app
+    with (
+        patch.object(
+            type(task_instance),
+            "app",
+            new_callable=PropertyMock,
+            return_value=mock_app,
+        ),
+        patch(
+            "onyx.background.celery.tasks.user_file_processing.tasks.celery_get_broker_client",
+            return_value=MagicMock(),
+        ),
     ):
         yield
 

backend/tests/external_dependency_unit/celery/test_user_file_indexing_adapter.py

@@ -153,15 +153,13 @@ class TestAdapterWritesBothMetadataFields:
         doc = chunk.source_document
         context = DocumentBatchPrepareContext(updatable_docs=[doc], id_to_boost_map={})
 
-        result = adapter.build_metadata_aware_chunks(
-            chunks_with_embeddings=[chunk],
-            chunk_content_scores=[1.0],
-            tenant_id=TEST_TENANT_ID,
+        enricher = adapter.prepare_enrichment(
             context=context,
+            tenant_id=TEST_TENANT_ID,
+            chunks=[chunk],
         )
+        aware_chunk = enricher.enrich_chunk(chunk, 1.0)
 
-        assert len(result.chunks) == 1
-        aware_chunk = result.chunks[0]
         assert persona.id in aware_chunk.personas
         assert aware_chunk.user_project == []
 
@@ -190,15 +188,13 @@ class TestAdapterWritesBothMetadataFields:
             updatable_docs=[chunk.source_document], id_to_boost_map={}
         )
 
-        result = adapter.build_metadata_aware_chunks(
-            chunks_with_embeddings=[chunk],
-            chunk_content_scores=[1.0],
-            tenant_id=TEST_TENANT_ID,
+        enricher = adapter.prepare_enrichment(
             context=context,
+            tenant_id=TEST_TENANT_ID,
+            chunks=[chunk],
         )
+        aware_chunk = enricher.enrich_chunk(chunk, 1.0)
 
-        assert len(result.chunks) == 1
-        aware_chunk = result.chunks[0]
         assert project.id in aware_chunk.user_project
         assert aware_chunk.personas == []
 
@@ -229,14 +225,13 @@ class TestAdapterWritesBothMetadataFields:
             updatable_docs=[chunk.source_document], id_to_boost_map={}
         )
 
-        result = adapter.build_metadata_aware_chunks(
-            chunks_with_embeddings=[chunk],
-            chunk_content_scores=[1.0],
-            tenant_id=TEST_TENANT_ID,
+        enricher = adapter.prepare_enrichment(
             context=context,
+            tenant_id=TEST_TENANT_ID,
+            chunks=[chunk],
         )
+        aware_chunk = enricher.enrich_chunk(chunk, 1.0)
 
-        aware_chunk = result.chunks[0]
         assert persona.id in aware_chunk.personas
         assert project.id in aware_chunk.user_project
 
@@ -261,14 +256,13 @@ class TestAdapterWritesBothMetadataFields:
             updatable_docs=[chunk.source_document], id_to_boost_map={}
         )
 
-        result = adapter.build_metadata_aware_chunks(
-            chunks_with_embeddings=[chunk],
-            chunk_content_scores=[1.0],
-            tenant_id=TEST_TENANT_ID,
+        enricher = adapter.prepare_enrichment(
             context=context,
+            tenant_id=TEST_TENANT_ID,
+            chunks=[chunk],
         )
+        aware_chunk = enricher.enrich_chunk(chunk, 1.0)
 
-        aware_chunk = result.chunks[0]
         assert aware_chunk.personas == []
         assert aware_chunk.user_project == []
 
@@ -300,12 +294,11 @@ class TestAdapterWritesBothMetadataFields:
             updatable_docs=[chunk.source_document], id_to_boost_map={}
         )
 
-        result = adapter.build_metadata_aware_chunks(
-            chunks_with_embeddings=[chunk],
-            chunk_content_scores=[1.0],
-            tenant_id=TEST_TENANT_ID,
+        enricher = adapter.prepare_enrichment(
             context=context,
+            tenant_id=TEST_TENANT_ID,
+            chunks=[chunk],
         )
+        aware_chunk = enricher.enrich_chunk(chunk, 1.0)
 
-        aware_chunk = result.chunks[0]
         assert set(aware_chunk.personas) == {persona_a.id, persona_b.id}

backend/tests/external_dependency_unit/celery/test_user_file_processing_queue.py

@@ -90,8 +90,17 @@ def _patch_task_app(task: Any, mock_app: MagicMock) -> Generator[None, None, Non
     task only.
     """
     task_instance = task.run.__self__
-    with patch.object(
-        type(task_instance), "app", new_callable=PropertyMock, return_value=mock_app
+    with (
+        patch.object(
+            type(task_instance),
+            "app",
+            new_callable=PropertyMock,
+            return_value=mock_app,
+        ),
+        patch(
+            "onyx.background.celery.tasks.user_file_processing.tasks.celery_get_broker_client",
+            return_value=MagicMock(),
+        ),
     ):
         yield
 

backend/tests/external_dependency_unit/document_index/test_document_index.py

@@ -6,6 +6,7 @@ These tests assume Vespa and OpenSearch are running.
 import time
 import uuid
 from collections.abc import Generator
+from collections.abc import Iterator
 
 import httpx
 import pytest
@@ -21,6 +22,7 @@ from onyx.document_index.opensearch.opensearch_document_index import (
 )
 from onyx.document_index.vespa.index import VespaIndex
 from onyx.document_index.vespa.vespa_document_index import VespaDocumentIndex
+from onyx.indexing.models import DocMetadataAwareIndexChunk
 from tests.external_dependency_unit.constants import TEST_TENANT_ID
 from tests.external_dependency_unit.document_index.conftest import EMBEDDING_DIM
 from tests.external_dependency_unit.document_index.conftest import make_chunk
@@ -201,3 +203,25 @@ class TestDocumentIndexNew:
             assert len(result_map) == 2
             assert result_map[existing_doc] is True
             assert result_map[new_doc] is False
+
+    def test_index_accepts_generator(
+        self,
+        document_indices: list[DocumentIndexNew],
+        tenant_context: None,  # noqa: ARG002
+    ) -> None:
+        """index() accepts a generator (any iterable), not just a list."""
+        for document_index in document_indices:
+            doc_id = f"test_gen_{uuid.uuid4().hex[:8]}"
+            metadata = make_indexing_metadata([doc_id], old_counts=[0], new_counts=[3])
+
+            def chunk_gen() -> Iterator[DocMetadataAwareIndexChunk]:
+                for i in range(3):
+                    yield make_chunk(doc_id, chunk_id=i)
+
+            results = document_index.index(
+                chunks=chunk_gen(), indexing_metadata=metadata
+            )
+
+            assert len(results) == 1
+            assert results[0].document_id == doc_id
+            assert results[0].already_existed is False

backend/tests/external_dependency_unit/document_index/test_document_index_old.py

@@ -5,6 +5,7 @@ These tests assume Vespa and OpenSearch are running.
 
 import time
 from collections.abc import Generator
+from collections.abc import Iterator
 
 import pytest
 
@@ -166,3 +167,29 @@ class TestDocumentIndexOld:
                 batch_retrieval=True,
             )
             assert len(inference_chunks) == 0
+
+    def test_index_accepts_generator(
+        self,
+        document_indices: list[DocumentIndex],
+        tenant_context: None,  # noqa: ARG002
+    ) -> None:
+        """index() accepts a generator (any iterable), not just a list."""
+        for document_index in document_indices:
+
+            def chunk_gen() -> Iterator[DocMetadataAwareIndexChunk]:
+                for i in range(3):
+                    yield make_chunk("test_doc_gen", chunk_id=i)
+
+            index_batch_params = IndexBatchParams(
+                doc_id_to_previous_chunk_cnt={"test_doc_gen": 0},
+                doc_id_to_new_chunk_cnt={"test_doc_gen": 3},
+                tenant_id=get_current_tenant_id(),
+                large_chunks_enabled=False,
+            )
+
+            results = document_index.index(chunk_gen(), index_batch_params)
+
+            assert len(results) == 1
+            record = results.pop()
+            assert record.document_id == "test_doc_gen"
+            assert record.already_existed is False

backend/tests/external_dependency_unit/tools/test_python_tool.py

@@ -1175,7 +1175,7 @@ def test_code_interpreter_receives_chat_files(
 
     file_descriptor: FileDescriptor = {
         "id": user_file.file_id,
-        "type": ChatFileType.TABULAR,
+        "type": ChatFileType.CSV,
         "name": "data.csv",
         "user_file_id": str(user_file.id),
     }

backend/tests/unit/onyx/background/celery/test_celery_redis.py

@@ -0,0 +1,87 @@
+"""Tests for celery_get_broker_client singleton."""
+
+from collections.abc import Iterator
+from unittest.mock import MagicMock
+from unittest.mock import patch
+
+import pytest
+
+from onyx.background.celery import celery_redis
+
+
+@pytest.fixture(autouse=True)
+def reset_singleton() -> Iterator[None]:
+    """Reset the module-level singleton between tests."""
+    celery_redis._broker_client = None
+    celery_redis._broker_url = None
+    yield
+    celery_redis._broker_client = None
+    celery_redis._broker_url = None
+
+
+def _make_mock_app(broker_url: str = "redis://localhost:6379/15") -> MagicMock:
+    app = MagicMock()
+    app.conf.broker_url = broker_url
+    return app
+
+
+class TestCeleryGetBrokerClient:
+    @patch("onyx.background.celery.celery_redis.Redis")
+    def test_creates_client_on_first_call(self, mock_redis_cls: MagicMock) -> None:
+        mock_client = MagicMock()
+        mock_redis_cls.from_url.return_value = mock_client
+
+        app = _make_mock_app()
+        result = celery_redis.celery_get_broker_client(app)
+
+        assert result is mock_client
+        call_args = mock_redis_cls.from_url.call_args
+        assert call_args[0][0] == "redis://localhost:6379/15"
+        assert call_args[1]["decode_responses"] is False
+        assert call_args[1]["socket_keepalive"] is True
+        assert call_args[1]["retry_on_timeout"] is True
+
+    @patch("onyx.background.celery.celery_redis.Redis")
+    def test_reuses_cached_client(self, mock_redis_cls: MagicMock) -> None:
+        mock_client = MagicMock()
+        mock_client.ping.return_value = True
+        mock_redis_cls.from_url.return_value = mock_client
+
+        app = _make_mock_app()
+        client1 = celery_redis.celery_get_broker_client(app)
+        client2 = celery_redis.celery_get_broker_client(app)
+
+        assert client1 is client2
+        # from_url called only once
+        assert mock_redis_cls.from_url.call_count == 1
+
+    @patch("onyx.background.celery.celery_redis.Redis")
+    def test_reconnects_on_ping_failure(self, mock_redis_cls: MagicMock) -> None:
+        stale_client = MagicMock()
+        stale_client.ping.side_effect = ConnectionError("disconnected")
+
+        fresh_client = MagicMock()
+        fresh_client.ping.return_value = True
+
+        mock_redis_cls.from_url.side_effect = [stale_client, fresh_client]
+
+        app = _make_mock_app()
+
+        # First call creates stale_client
+        client1 = celery_redis.celery_get_broker_client(app)
+        assert client1 is stale_client
+
+        # Second call: ping fails, creates fresh_client
+        client2 = celery_redis.celery_get_broker_client(app)
+        assert client2 is fresh_client
+        assert mock_redis_cls.from_url.call_count == 2
+
+    @patch("onyx.background.celery.celery_redis.Redis")
+    def test_uses_broker_url_from_app_config(self, mock_redis_cls: MagicMock) -> None:
+        mock_redis_cls.from_url.return_value = MagicMock()
+
+        app = _make_mock_app("redis://custom-host:6380/3")
+        celery_redis.celery_get_broker_client(app)
+
+        call_args = mock_redis_cls.from_url.call_args
+        assert call_args[0][0] == "redis://custom-host:6380/3"

backend/tests/unit/onyx/chat/test_save_chat.py

@@ -139,7 +139,7 @@ def test_csv_file_type() -> None:
     result = _extract_referenced_file_descriptors([tool_call], message)
 
     assert len(result) == 1
-    assert result[0]["type"] == ChatFileType.TABULAR
+    assert result[0]["type"] == ChatFileType.CSV
 
 
 def test_unknown_extension_defaults_to_plain_text() -> None:

backend/tests/unit/onyx/document_index/opensearch/test_opensearch_batch_flush.py

@@ -0,0 +1,223 @@
+from unittest.mock import MagicMock
+from unittest.mock import patch
+
+from onyx.access.models import DocumentAccess
+from onyx.configs.constants import DocumentSource
+from onyx.connectors.models import Document
+from onyx.connectors.models import TextSection
+from onyx.document_index.interfaces_new import IndexingMetadata
+from onyx.document_index.interfaces_new import TenantState
+from onyx.document_index.opensearch.opensearch_document_index import (
+    OpenSearchDocumentIndex,
+)
+from onyx.indexing.models import ChunkEmbedding
+from onyx.indexing.models import DocMetadataAwareIndexChunk
+
+
+def _make_chunk(
+    doc_id: str,
+    chunk_id: int,
+) -> DocMetadataAwareIndexChunk:
+    """Creates a minimal DocMetadataAwareIndexChunk for testing."""
+    doc = Document(
+        id=doc_id,
+        sections=[TextSection(text="test", link="http://test.com")],
+        source=DocumentSource.FILE,
+        semantic_identifier="test_doc",
+        metadata={},
+    )
+    access = DocumentAccess.build(
+        user_emails=[],
+        user_groups=[],
+        external_user_emails=[],
+        external_user_group_ids=[],
+        is_public=True,
+    )
+    return DocMetadataAwareIndexChunk(
+        chunk_id=chunk_id,
+        blurb="test",
+        content="test content",
+        source_links={0: "http://test.com"},
+        image_file_id=None,
+        section_continuation=False,
+        source_document=doc,
+        title_prefix="",
+        metadata_suffix_semantic="",
+        metadata_suffix_keyword="",
+        mini_chunk_texts=None,
+        large_chunk_id=None,
+        doc_summary="",
+        chunk_context="",
+        contextual_rag_reserved_tokens=0,
+        embeddings=ChunkEmbedding(full_embedding=[0.1] * 10, mini_chunk_embeddings=[]),
+        title_embedding=[0.1] * 10,
+        tenant_id="test_tenant",
+        access=access,
+        document_sets=set(),
+        user_project=[],
+        personas=[],
+        boost=0,
+        aggregated_chunk_boost_factor=1.0,
+        ancestor_hierarchy_node_ids=[],
+    )
+
+
+def _make_index() -> tuple[OpenSearchDocumentIndex, MagicMock]:
+    """Creates an OpenSearchDocumentIndex with a mocked client.
+    Returns the index and the mock for bulk_index_documents."""
+    mock_client = MagicMock()
+    mock_bulk = MagicMock()
+    mock_client.bulk_index_documents = mock_bulk
+
+    tenant_state = TenantState(tenant_id="test_tenant", multitenant=False)
+
+    index = OpenSearchDocumentIndex.__new__(OpenSearchDocumentIndex)
+    index._index_name = "test_index"
+    index._client = mock_client
+    index._tenant_state = tenant_state
+
+    return index, mock_bulk
+
+
+def _make_metadata(doc_id: str, chunk_count: int) -> IndexingMetadata:
+    return IndexingMetadata(
+        doc_id_to_chunk_cnt_diff={
+            doc_id: IndexingMetadata.ChunkCounts(
+                old_chunk_cnt=0,
+                new_chunk_cnt=chunk_count,
+            ),
+        },
+    )
+
+
+@patch(
+    "onyx.document_index.opensearch.opensearch_document_index.MAX_CHUNKS_PER_DOC_BATCH",
+    100,
+)
+def test_single_doc_under_batch_limit_flushes_once() -> None:
+    """A document with fewer chunks than MAX_CHUNKS_PER_DOC_BATCH should flush once."""
+    index, mock_bulk = _make_index()
+    doc_id = "doc_1"
+    num_chunks = 50
+    chunks = [_make_chunk(doc_id, i) for i in range(num_chunks)]
+    metadata = _make_metadata(doc_id, num_chunks)
+
+    with patch.object(index, "delete", return_value=0):
+        index.index(chunks, metadata)
+
+    assert mock_bulk.call_count == 1
+    batch_arg = mock_bulk.call_args_list[0]
+    assert len(batch_arg.kwargs["documents"]) == num_chunks
+
+
+@patch(
+    "onyx.document_index.opensearch.opensearch_document_index.MAX_CHUNKS_PER_DOC_BATCH",
+    100,
+)
+def test_single_doc_over_batch_limit_flushes_multiple_times() -> None:
+    """A document with more chunks than MAX_CHUNKS_PER_DOC_BATCH should flush multiple times."""
+    index, mock_bulk = _make_index()
+    doc_id = "doc_1"
+    num_chunks = 250
+    chunks = [_make_chunk(doc_id, i) for i in range(num_chunks)]
+    metadata = _make_metadata(doc_id, num_chunks)
+
+    with patch.object(index, "delete", return_value=0):
+        index.index(chunks, metadata)
+
+    # 250 chunks / 100 per batch = 3 flushes (100 + 100 + 50)
+    assert mock_bulk.call_count == 3
+    batch_sizes = [len(call.kwargs["documents"]) for call in mock_bulk.call_args_list]
+    assert batch_sizes == [100, 100, 50]
+
+
+@patch(
+    "onyx.document_index.opensearch.opensearch_document_index.MAX_CHUNKS_PER_DOC_BATCH",
+    100,
+)
+def test_single_doc_exactly_at_batch_limit() -> None:
+    """A document with exactly MAX_CHUNKS_PER_DOC_BATCH chunks should flush once
+    (the flush happens on the next chunk, not at the boundary)."""
+    index, mock_bulk = _make_index()
+    doc_id = "doc_1"
+    num_chunks = 100
+    chunks = [_make_chunk(doc_id, i) for i in range(num_chunks)]
+    metadata = _make_metadata(doc_id, num_chunks)
+
+    with patch.object(index, "delete", return_value=0):
+        index.index(chunks, metadata)
+
+    # 100 chunks hit the >= check on chunk 101 which doesn't exist,
+    # so final flush handles all 100
+    # Actually: the elif fires when len(current_chunks) >= 100, which happens
+    # when current_chunks has 100 items and the 101st chunk arrives.
+    # With exactly 100 chunks, the 100th chunk makes len == 99, then appended -> 100.
+    # No 101st chunk arrives, so the final flush handles all 100.
+    assert mock_bulk.call_count == 1
+
+
+@patch(
+    "onyx.document_index.opensearch.opensearch_document_index.MAX_CHUNKS_PER_DOC_BATCH",
+    100,
+)
+def test_single_doc_one_over_batch_limit() -> None:
+    """101 chunks for one doc: first 100 flushed when the 101st arrives, then
+    the 101st is flushed at the end."""
+    index, mock_bulk = _make_index()
+    doc_id = "doc_1"
+    num_chunks = 101
+    chunks = [_make_chunk(doc_id, i) for i in range(num_chunks)]
+    metadata = _make_metadata(doc_id, num_chunks)
+
+    with patch.object(index, "delete", return_value=0):
+        index.index(chunks, metadata)
+
+    assert mock_bulk.call_count == 2
+    batch_sizes = [len(call.kwargs["documents"]) for call in mock_bulk.call_args_list]
+    assert batch_sizes == [100, 1]
+
+
+@patch(
+    "onyx.document_index.opensearch.opensearch_document_index.MAX_CHUNKS_PER_DOC_BATCH",
+    100,
+)
+def test_multiple_docs_each_under_limit_flush_per_doc() -> None:
+    """Multiple documents each under the batch limit should flush once per document."""
+    index, mock_bulk = _make_index()
+    chunks = []
+    for doc_idx in range(3):
+        doc_id = f"doc_{doc_idx}"
+        for chunk_idx in range(50):
+            chunks.append(_make_chunk(doc_id, chunk_idx))
+
+    metadata = IndexingMetadata(
+        doc_id_to_chunk_cnt_diff={
+            f"doc_{i}": IndexingMetadata.ChunkCounts(old_chunk_cnt=0, new_chunk_cnt=50)
+            for i in range(3)
+        },
+    )
+
+    with patch.object(index, "delete", return_value=0):
+        index.index(chunks, metadata)
+
+    # 3 documents = 3 flushes (one per doc boundary + final)
+    assert mock_bulk.call_count == 3
+
+
+@patch(
+    "onyx.document_index.opensearch.opensearch_document_index.MAX_CHUNKS_PER_DOC_BATCH",
+    100,
+)
+def test_delete_called_once_per_document() -> None:
+    """Even with multiple flushes for a single document, delete should only be
+    called once per document."""
+    index, _mock_bulk = _make_index()
+    doc_id = "doc_1"
+    num_chunks = 250
+    chunks = [_make_chunk(doc_id, i) for i in range(num_chunks)]
+    metadata = _make_metadata(doc_id, num_chunks)
+
+    with patch.object(index, "delete", return_value=0) as mock_delete:
+        index.index(chunks, metadata)
+
+    mock_delete.assert_called_once_with(doc_id, None)

backend/tests/unit/onyx/document_index/vespa/test_vespa_batch_flush.py

@@ -0,0 +1,152 @@
+"""Unit tests for VespaDocumentIndex.index().
+
+These tests mock all external I/O (HTTP calls, thread pools) and verify
+the streaming logic, ID cleaning/mapping, and DocumentInsertionRecord
+construction.
+"""
+
+from unittest.mock import MagicMock
+from unittest.mock import patch
+
+from onyx.access.models import DocumentAccess
+from onyx.configs.constants import DocumentSource
+from onyx.connectors.models import Document
+from onyx.connectors.models import TextSection
+from onyx.document_index.interfaces import EnrichedDocumentIndexingInfo
+from onyx.document_index.interfaces_new import IndexingMetadata
+from onyx.document_index.interfaces_new import TenantState
+from onyx.document_index.vespa.vespa_document_index import VespaDocumentIndex
+from onyx.indexing.models import ChunkEmbedding
+from onyx.indexing.models import DocMetadataAwareIndexChunk
+from onyx.indexing.models import IndexChunk
+
+
+def _make_chunk(
+    doc_id: str,
+    chunk_id: int = 0,
+    content: str = "test content",
+) -> DocMetadataAwareIndexChunk:
+    doc = Document(
+        id=doc_id,
+        semantic_identifier="test_doc",
+        sections=[TextSection(text=content, link=None)],
+        source=DocumentSource.NOT_APPLICABLE,
+        metadata={},
+    )
+    index_chunk = IndexChunk(
+        chunk_id=chunk_id,
+        blurb=content[:50],
+        content=content,
+        source_links=None,
+        image_file_id=None,
+        section_continuation=False,
+        source_document=doc,
+        title_prefix="",
+        metadata_suffix_semantic="",
+        metadata_suffix_keyword="",
+        contextual_rag_reserved_tokens=0,
+        doc_summary="",
+        chunk_context="",
+        mini_chunk_texts=None,
+        large_chunk_id=None,
+        embeddings=ChunkEmbedding(
+            full_embedding=[0.1] * 10,
+            mini_chunk_embeddings=[],
+        ),
+        title_embedding=None,
+    )
+    access = DocumentAccess.build(
+        user_emails=[],
+        user_groups=[],
+        external_user_emails=[],
+        external_user_group_ids=[],
+        is_public=True,
+    )
+    return DocMetadataAwareIndexChunk.from_index_chunk(
+        index_chunk=index_chunk,
+        access=access,
+        document_sets=set(),
+        user_project=[],
+        personas=[],
+        boost=0,
+        aggregated_chunk_boost_factor=1.0,
+        tenant_id="test_tenant",
+    )
+
+
+def _make_indexing_metadata(
+    doc_ids: list[str],
+    old_counts: list[int],
+    new_counts: list[int],
+) -> IndexingMetadata:
+    return IndexingMetadata(
+        doc_id_to_chunk_cnt_diff={
+            doc_id: IndexingMetadata.ChunkCounts(
+                old_chunk_cnt=old,
+                new_chunk_cnt=new,
+            )
+            for doc_id, old, new in zip(doc_ids, old_counts, new_counts)
+        }
+    )
+
+
+def _stub_enrich(
+    doc_id: str,
+    old_chunk_cnt: int,
+) -> EnrichedDocumentIndexingInfo:
+    """Build an EnrichedDocumentIndexingInfo that says 'no chunks to delete'
+    when old_chunk_cnt == 0, or 'has existing chunks' otherwise."""
+    return EnrichedDocumentIndexingInfo(
+        doc_id=doc_id,
+        chunk_start_index=0,
+        old_version=False,
+        chunk_end_index=old_chunk_cnt,
+    )
+
+
+@patch("onyx.document_index.vespa.vespa_document_index.batch_index_vespa_chunks")
+@patch("onyx.document_index.vespa.vespa_document_index.delete_vespa_chunks")
+@patch(
+    "onyx.document_index.vespa.vespa_document_index.get_document_chunk_ids",
+    return_value=[],
+)
+@patch("onyx.document_index.vespa.vespa_document_index._enrich_basic_chunk_info")
+@patch(
+    "onyx.document_index.vespa.vespa_document_index.BATCH_SIZE",
+    3,
+)
+def test_index_respects_batch_size(
+    mock_enrich: MagicMock,
+    mock_get_chunk_ids: MagicMock,  # noqa: ARG001
+    mock_delete: MagicMock,  # noqa: ARG001
+    mock_batch_index: MagicMock,
+) -> None:
+    """When chunks exceed BATCH_SIZE, batch_index_vespa_chunks is called
+    multiple times with correctly sized batches."""
+    mock_enrich.return_value = _stub_enrich("doc1", old_chunk_cnt=0)
+
+    index = VespaDocumentIndex(
+        index_name="test_index",
+        tenant_state=TenantState(tenant_id="test_tenant", multitenant=False),
+        large_chunks_enabled=False,
+        httpx_client=MagicMock(),
+    )
+
+    chunks = [_make_chunk("doc1", chunk_id=i) for i in range(7)]
+    metadata = _make_indexing_metadata(["doc1"], old_counts=[0], new_counts=[7])
+
+    results = index.index(chunks=chunks, indexing_metadata=metadata)
+
+    assert len(results) == 1
+
+    # With BATCH_SIZE=3 and 7 chunks: batches of 3, 3, 1
+    assert mock_batch_index.call_count == 3
+    batch_sizes = [len(c.kwargs["chunks"]) for c in mock_batch_index.call_args_list]
+    assert batch_sizes == [3, 3, 1]
+
+    # Verify all chunks are accounted for and in order
+    all_indexed = [
+        chunk for c in mock_batch_index.call_args_list for chunk in c.kwargs["chunks"]
+    ]
+    assert len(all_indexed) == 7
+    assert [c.chunk_id for c in all_indexed] == list(range(7))

backend/tests/unit/onyx/indexing/test_personas_in_chunks.py

@@ -116,7 +116,7 @@ def _run_adapter_build(
     project_ids_map: dict[str, list[int]],
     persona_ids_map: dict[str, list[int]],
 ) -> list[DocMetadataAwareIndexChunk]:
-    """Helper that runs UserFileIndexingAdapter.build_metadata_aware_chunks
+    """Helper that runs UserFileIndexingAdapter.prepare_enrichment + enrich_chunk
     with all external dependencies mocked."""
     from onyx.indexing.adapters.user_file_indexing_adapter import (
         UserFileIndexingAdapter,
@@ -155,14 +155,12 @@ def _run_adapter_build(
             side_effect=Exception("no LLM in tests"),
         ),
     ):
-        result = adapter.build_metadata_aware_chunks(
-            chunks_with_embeddings=[chunk],
-            chunk_content_scores=[1.0],
-            tenant_id="test_tenant",
+        enricher = adapter.prepare_enrichment(
             context=context,
+            tenant_id="test_tenant",
+            chunks=[chunk],
         )
-
-    return result.chunks
+        return [enricher.enrich_chunk(chunk, 1.0)]
 
 
 def test_build_metadata_aware_chunks_includes_persona_ids() -> None:

backend/tests/unit/onyx/llm/test_multi_llm.py

@@ -11,6 +11,7 @@ from litellm.types.utils import ChatCompletionDeltaToolCall
 from litellm.types.utils import Delta
 from litellm.types.utils import Function as LiteLLMFunction
 
+import onyx.llm.models
 from onyx.configs.app_configs import MOCK_LLM_RESPONSE
 from onyx.llm.constants import LlmProviderNames
 from onyx.llm.interfaces import LLMUserIdentity
@@ -1479,6 +1480,147 @@ def test_bifrost_normalizes_api_base_in_model_kwargs() -> None:
     assert llm._model_kwargs["api_base"] == "https://bifrost.example.com/v1"
 
 
+def test_prompt_contains_tool_call_history_true() -> None:
+    from onyx.llm.multi_llm import _prompt_contains_tool_call_history
+
+    messages: LanguageModelInput = [
+        UserMessage(content="What's the weather?"),
+        AssistantMessage(
+            content=None,
+            tool_calls=[
+                ToolCall(
+                    id="tc_1",
+                    function=FunctionCall(name="get_weather", arguments="{}"),
+                )
+            ],
+        ),
+    ]
+    assert _prompt_contains_tool_call_history(messages) is True
+
+
+def test_prompt_contains_tool_call_history_false_no_tools() -> None:
+    from onyx.llm.multi_llm import _prompt_contains_tool_call_history
+
+    messages: LanguageModelInput = [
+        UserMessage(content="Hello"),
+        AssistantMessage(content="Hi there!"),
+    ]
+    assert _prompt_contains_tool_call_history(messages) is False
+
+
+def test_prompt_contains_tool_call_history_false_user_only() -> None:
+    from onyx.llm.multi_llm import _prompt_contains_tool_call_history
+
+    messages: LanguageModelInput = [UserMessage(content="Hello")]
+    assert _prompt_contains_tool_call_history(messages) is False
+
+
+def test_bedrock_claude_drops_thinking_when_thinking_blocks_missing() -> None:
+    """When thinking is enabled but assistant messages with tool_calls lack
+    thinking_blocks, the thinking param must be dropped to avoid the Bedrock
+    BadRequestError about missing thinking blocks."""
+    llm = LitellmLLM(
+        api_key=None,
+        timeout=30,
+        model_provider=LlmProviderNames.BEDROCK,
+        model_name="anthropic.claude-sonnet-4-20250514-v1:0",
+        max_input_tokens=200000,
+    )
+
+    messages: LanguageModelInput = [
+        UserMessage(content="What's the weather?"),
+        AssistantMessage(
+            content=None,
+            tool_calls=[
+                ToolCall(
+                    id="tc_1",
+                    function=FunctionCall(
+                        name="get_weather",
+                        arguments='{"city": "Paris"}',
+                    ),
+                )
+            ],
+        ),
+        onyx.llm.models.ToolMessage(
+            content="22°C sunny",
+            tool_call_id="tc_1",
+        ),
+    ]
+
+    tools = [
+        {
+            "type": "function",
+            "function": {
+                "name": "get_weather",
+                "description": "Get the weather",
+                "parameters": {
+                    "type": "object",
+                    "properties": {"city": {"type": "string"}},
+                },
+            },
+        }
+    ]
+
+    with (
+        patch("litellm.completion") as mock_completion,
+        patch("onyx.llm.multi_llm.model_is_reasoning_model", return_value=True),
+    ):
+        mock_completion.return_value = []
+
+        list(llm.stream(messages, tools=tools, reasoning_effort=ReasoningEffort.HIGH))
+
+        kwargs = mock_completion.call_args.kwargs
+        assert "thinking" not in kwargs, (
+            "thinking param should be dropped when thinking_blocks are missing "
+            "from assistant messages with tool_calls"
+        )
+
+
+def test_bedrock_claude_keeps_thinking_when_no_tool_history() -> None:
+    """When thinking is enabled and there are no historical assistant messages
+    with tool_calls, the thinking param should be preserved."""
+    llm = LitellmLLM(
+        api_key=None,
+        timeout=30,
+        model_provider=LlmProviderNames.BEDROCK,
+        model_name="anthropic.claude-sonnet-4-20250514-v1:0",
+        max_input_tokens=200000,
+    )
+
+    messages: LanguageModelInput = [
+        UserMessage(content="What's the weather?"),
+    ]
+
+    tools = [
+        {
+            "type": "function",
+            "function": {
+                "name": "get_weather",
+                "description": "Get the weather",
+                "parameters": {
+                    "type": "object",
+                    "properties": {"city": {"type": "string"}},
+                },
+            },
+        }
+    ]
+
+    with (
+        patch("litellm.completion") as mock_completion,
+        patch("onyx.llm.multi_llm.model_is_reasoning_model", return_value=True),
+    ):
+        mock_completion.return_value = []
+
+        list(llm.stream(messages, tools=tools, reasoning_effort=ReasoningEffort.HIGH))
+
+        kwargs = mock_completion.call_args.kwargs
+        assert "thinking" in kwargs, (
+            "thinking param should be preserved when no assistant messages "
+            "with tool_calls exist in history"
+        )
+        assert kwargs["thinking"]["type"] == "enabled"
+
+
 def test_bifrost_claude_includes_allowed_openai_params() -> None:
     llm = LitellmLLM(
         api_key="test_key",

backend/tests/unit/onyx/tools/test_tool_runner_chat_files.py

@@ -82,7 +82,7 @@ class TestChatFileConversion:
             ChatLoadedFile(
                 file_id="file-2",
                 content=b"csv,data\n1,2",
-                file_type=ChatFileType.TABULAR,
+                file_type=ChatFileType.CSV,
                 filename="data.csv",
                 content_text="csv,data\n1,2",
                 token_count=5,

backend/tests/unit/server/metrics/test_indexing_pipeline_collectors.py

@@ -1,5 +1,6 @@
 """Tests for indexing pipeline Prometheus collectors."""
 
+from collections.abc import Iterator
 from datetime import datetime
 from datetime import timedelta
 from datetime import timezone
@@ -13,6 +14,16 @@ from onyx.server.metrics.indexing_pipeline import IndexAttemptCollector
 from onyx.server.metrics.indexing_pipeline import QueueDepthCollector
 
 
+@pytest.fixture(autouse=True)
+def _mock_broker_client() -> Iterator[None]:
+    """Patch celery_get_broker_client for all collector tests."""
+    with patch(
+        "onyx.background.celery.celery_redis.celery_get_broker_client",
+        return_value=MagicMock(),
+    ):
+        yield
+
+
 class TestQueueDepthCollector:
     def test_returns_empty_when_factory_not_set(self) -> None:
         collector = QueueDepthCollector()
@@ -24,8 +35,7 @@ class TestQueueDepthCollector:
 
     def test_collects_queue_depths(self) -> None:
         collector = QueueDepthCollector(cache_ttl=0)
-        mock_redis = MagicMock()
-        collector.set_redis_factory(lambda: mock_redis)
+        collector.set_celery_app(MagicMock())
 
         with (
             patch(
@@ -60,8 +70,8 @@ class TestQueueDepthCollector:
 
     def test_handles_redis_error_gracefully(self) -> None:
         collector = QueueDepthCollector(cache_ttl=0)
-        mock_redis = MagicMock()
-        collector.set_redis_factory(lambda: mock_redis)
+        MagicMock()
+        collector.set_celery_app(MagicMock())
 
         with patch(
             "onyx.server.metrics.indexing_pipeline.celery_get_queue_length",
@@ -74,8 +84,8 @@ class TestQueueDepthCollector:
 
     def test_caching_returns_stale_within_ttl(self) -> None:
         collector = QueueDepthCollector(cache_ttl=60)
-        mock_redis = MagicMock()
-        collector.set_redis_factory(lambda: mock_redis)
+        MagicMock()
+        collector.set_celery_app(MagicMock())
 
         with (
             patch(
@@ -98,31 +108,10 @@ class TestQueueDepthCollector:
 
         assert first is second  # Same object, from cache
 
-    def test_factory_called_each_scrape(self) -> None:
-        """Verify the Redis factory is called on each fresh collect, not cached."""
-        collector = QueueDepthCollector(cache_ttl=0)
-        factory = MagicMock(return_value=MagicMock())
-        collector.set_redis_factory(factory)
-
-        with (
-            patch(
-                "onyx.server.metrics.indexing_pipeline.celery_get_queue_length",
-                return_value=0,
-            ),
-            patch(
-                "onyx.server.metrics.indexing_pipeline.celery_get_unacked_task_ids",
-                return_value=set(),
-            ),
-        ):
-            collector.collect()
-            collector.collect()
-
-        assert factory.call_count == 2
-
     def test_error_returns_stale_cache(self) -> None:
         collector = QueueDepthCollector(cache_ttl=0)
-        mock_redis = MagicMock()
-        collector.set_redis_factory(lambda: mock_redis)
+        MagicMock()
+        collector.set_celery_app(MagicMock())
 
         # First call succeeds
         with (

backend/tests/unit/server/metrics/test_indexing_pipeline_setup.py

@@ -1,96 +1,22 @@
-"""Tests for indexing pipeline setup (Redis factory caching)."""
+"""Tests for indexing pipeline setup."""
 
 from unittest.mock import MagicMock
 
-from onyx.server.metrics.indexing_pipeline_setup import _make_broker_redis_factory
+from onyx.server.metrics.indexing_pipeline import QueueDepthCollector
+from onyx.server.metrics.indexing_pipeline import RedisHealthCollector
 
 
-def _make_mock_app(client: MagicMock) -> MagicMock:
-    """Create a mock Celery app whose broker_connection().channel().client
-    returns the given client."""
-    mock_app = MagicMock()
-    mock_conn = MagicMock()
-    mock_conn.channel.return_value.client = client
+class TestCollectorCeleryAppSetup:
+    def test_queue_depth_collector_uses_celery_app(self) -> None:
+        """QueueDepthCollector.set_celery_app stores the app for broker access."""
+        collector = QueueDepthCollector()
+        mock_app = MagicMock()
+        collector.set_celery_app(mock_app)
+        assert collector._celery_app is mock_app
 
-    mock_app.broker_connection.return_value = mock_conn
-
-    return mock_app
-
-
-class TestMakeBrokerRedisFactory:
-    def test_caches_redis_client_across_calls(self) -> None:
-        """Factory should reuse the same client on subsequent calls."""
-        mock_client = MagicMock()
-        mock_client.ping.return_value = True
-        mock_app = _make_mock_app(mock_client)
-
-        factory = _make_broker_redis_factory(mock_app)
-
-        client1 = factory()
-        client2 = factory()
-
-        assert client1 is client2
-        # broker_connection should only be called once
-        assert mock_app.broker_connection.call_count == 1
-
-    def test_reconnects_when_ping_fails(self) -> None:
-        """Factory should create a new client if ping fails (stale connection)."""
-        mock_client_stale = MagicMock()
-        mock_client_stale.ping.side_effect = ConnectionError("disconnected")
-
-        mock_client_fresh = MagicMock()
-        mock_client_fresh.ping.return_value = True
-
-        mock_app = _make_mock_app(mock_client_stale)
-
-        factory = _make_broker_redis_factory(mock_app)
-
-        # First call — creates and caches
-        client1 = factory()
-        assert client1 is mock_client_stale
-        assert mock_app.broker_connection.call_count == 1
-
-        # Switch to fresh client for next connection
-        mock_conn_fresh = MagicMock()
-        mock_conn_fresh.channel.return_value.client = mock_client_fresh
-        mock_app.broker_connection.return_value = mock_conn_fresh
-
-        # Second call — ping fails on stale, reconnects
-        client2 = factory()
-        assert client2 is mock_client_fresh
-        assert mock_app.broker_connection.call_count == 2
-
-    def test_reconnect_closes_stale_client(self) -> None:
-        """When ping fails, the old client should be closed before reconnecting."""
-        mock_client_stale = MagicMock()
-        mock_client_stale.ping.side_effect = ConnectionError("disconnected")
-
-        mock_client_fresh = MagicMock()
-        mock_client_fresh.ping.return_value = True
-
-        mock_app = _make_mock_app(mock_client_stale)
-
-        factory = _make_broker_redis_factory(mock_app)
-
-        # First call — creates and caches
-        factory()
-
-        # Switch to fresh client
-        mock_conn_fresh = MagicMock()
-        mock_conn_fresh.channel.return_value.client = mock_client_fresh
-        mock_app.broker_connection.return_value = mock_conn_fresh
-
-        # Second call — ping fails, should close stale client
-        factory()
-        mock_client_stale.close.assert_called_once()
-
-    def test_first_call_creates_connection(self) -> None:
-        """First call should always create a new connection."""
-        mock_client = MagicMock()
-        mock_app = _make_mock_app(mock_client)
-
-        factory = _make_broker_redis_factory(mock_app)
-        client = factory()
-
-        assert client is mock_client
-        mock_app.broker_connection.assert_called_once()
+    def test_redis_health_collector_uses_celery_app(self) -> None:
+        """RedisHealthCollector.set_celery_app stores the app for broker access."""
+        collector = RedisHealthCollector()
+        mock_app = MagicMock()
+        collector.set_celery_app(mock_app)
+        assert collector._celery_app is mock_app

cli/.gitignore

@@ -1,3 +1,4 @@
 onyx-cli
 cli
 onyx.cli
+__pycache__

cli/README.md

@@ -63,6 +63,31 @@ onyx-cli agents
 onyx-cli agents --json
 ```
 
+### Serve over SSH
+
+```shell
+# Start a public SSH endpoint for the CLI TUI
+onyx-cli serve --host 0.0.0.0 --port 2222
+
+# Connect as a client
+ssh your-host -p 2222
+```
+
+Clients can either:
+- paste an API key at the login prompt, or
+- skip the prompt by sending `ONYX_API_KEY` over SSH:
+
+```shell
+export ONYX_API_KEY=your-key
+ssh -o SendEnv=ONYX_API_KEY your-host -p 2222
+```
+
+Useful hardening flags:
+- `--idle-timeout` (default `15m`)
+- `--max-session-timeout` (default `8h`)
+- `--rate-limit-per-minute` (default `20`)
+- `--rate-limit-burst` (default `40`)
+
 ## Commands
 
 | Command | Description |
@@ -70,6 +95,7 @@ onyx-cli agents --json
 | `chat` | Launch the interactive chat TUI (default) |
 | `ask` | Ask a one-shot question (non-interactive) |
 | `agents` | List available agents |
+| `serve` | Serve the interactive chat TUI over SSH |
 | `configure` | Configure server URL and API key |
 | `validate-config` | Validate configuration and test connection |
 

cli/cmd/root.go

@@ -1,7 +1,17 @@
 // Package cmd implements Cobra CLI commands for the Onyx CLI.
 package cmd
 
-import "github.com/spf13/cobra"
+import (
+	"context"
+	"fmt"
+	"time"
+
+	"github.com/onyx-dot-app/onyx/cli/internal/api"
+	"github.com/onyx-dot-app/onyx/cli/internal/config"
+	"github.com/onyx-dot-app/onyx/cli/internal/version"
+	log "github.com/sirupsen/logrus"
+	"github.com/spf13/cobra"
+)
 
 // Version and Commit are set via ldflags at build time.
 var (
@@ -16,15 +26,69 @@ func fullVersion() string {
 	return Version
 }
 
+func printVersion(cmd *cobra.Command) {
+	_, _ = fmt.Fprintf(cmd.OutOrStdout(), "Client version: %s\n", fullVersion())
+
+	cfg := config.Load()
+	if !cfg.IsConfigured() {
+		_, _ = fmt.Fprintf(cmd.OutOrStdout(), "Server version: unknown (not configured)\n")
+		return
+	}
+
+	client := api.NewClient(cfg)
+	ctx, cancel := context.WithTimeout(cmd.Context(), 5*time.Second)
+	defer cancel()
+
+	log.Debug("fetching backend version from /api/version")
+	backendVersion, err := client.GetBackendVersion(ctx)
+	if err != nil {
+		log.WithError(err).Debug("could not fetch backend version")
+		_, _ = fmt.Fprintf(cmd.OutOrStdout(), "Server version: unknown (could not reach server)\n")
+		return
+	}
+
+	if backendVersion == "" {
+		_, _ = fmt.Fprintf(cmd.OutOrStdout(), "Server version: unknown (empty response)\n")
+		return
+	}
+
+	_, _ = fmt.Fprintf(cmd.OutOrStdout(), "Server version: %s\n", backendVersion)
+
+	min := version.MinServer()
+	if sv, ok := version.Parse(backendVersion); ok && sv.LessThan(min) {
+		log.Warnf("Server version %s is below minimum required %d.%d, please upgrade",
+			backendVersion, min.Major, min.Minor)
+	}
+}
+
 // Execute creates and runs the root command.
 func Execute() error {
+	opts := struct {
+		Debug bool
+	}{}
+
 	rootCmd := &cobra.Command{
-		Use:     "onyx-cli",
-		Short:   "Terminal UI for chatting with Onyx",
-		Long:    "Onyx CLI — a terminal interface for chatting with your Onyx agent.",
-		Version: fullVersion(),
+		Use:   "onyx-cli",
+		Short: "Terminal UI for chatting with Onyx",
+		Long:  "Onyx CLI — a terminal interface for chatting with your Onyx agent.",
+		PersistentPreRun: func(cmd *cobra.Command, args []string) {
+			if opts.Debug {
+				log.SetLevel(log.DebugLevel)
+			} else {
+				log.SetLevel(log.InfoLevel)
+			}
+			log.SetFormatter(&log.TextFormatter{
+				DisableTimestamp: true,
+			})
+		},
 	}
 
+	rootCmd.PersistentFlags().BoolVar(&opts.Debug, "debug", false, "run in debug mode")
+
+	// Custom --version flag instead of Cobra's built-in (which only shows one version string)
+	var showVersion bool
+	rootCmd.Flags().BoolVarP(&showVersion, "version", "v", false, "Print client and server version information")
+
 	// Register subcommands
 	chatCmd := newChatCmd()
 	rootCmd.AddCommand(chatCmd)
@@ -32,9 +96,16 @@ func Execute() error {
 	rootCmd.AddCommand(newAgentsCmd())
 	rootCmd.AddCommand(newConfigureCmd())
 	rootCmd.AddCommand(newValidateConfigCmd())
+	rootCmd.AddCommand(newServeCmd())
 
-	// Default command is chat
-	rootCmd.RunE = chatCmd.RunE
+	// Default command is chat, but intercept --version first
+	rootCmd.RunE = func(cmd *cobra.Command, args []string) error {
+		if showVersion {
+			printVersion(cmd)
+			return nil
+		}
+		return chatCmd.RunE(cmd, args)
+	}
 
 	return rootCmd.Execute()
 }

cli/cmd/serve.go

@@ -0,0 +1,450 @@
+package cmd
+
+import (
+	"context"
+	"errors"
+	"fmt"
+	"net"
+	"os"
+	"os/signal"
+	"path/filepath"
+	"strings"
+	"syscall"
+	"time"
+
+	"github.com/charmbracelet/bubbles/textinput"
+	tea "github.com/charmbracelet/bubbletea"
+	"github.com/charmbracelet/log"
+	"github.com/charmbracelet/ssh"
+	"github.com/charmbracelet/wish"
+	"github.com/charmbracelet/wish/activeterm"
+	"github.com/charmbracelet/wish/bubbletea"
+	"github.com/charmbracelet/wish/logging"
+	"github.com/charmbracelet/wish/ratelimiter"
+	"github.com/onyx-dot-app/onyx/cli/internal/api"
+	"github.com/onyx-dot-app/onyx/cli/internal/config"
+	"github.com/onyx-dot-app/onyx/cli/internal/tui"
+	"github.com/spf13/cobra"
+	"golang.org/x/time/rate"
+)
+
+const (
+	defaultServeIdleTimeout        = 15 * time.Minute
+	defaultServeMaxSessionTimeout  = 8 * time.Hour
+	defaultServeRateLimitPerMinute = 20
+	defaultServeRateLimitBurst     = 40
+	defaultServeRateLimitCacheSize = 4096
+	maxAPIKeyLength                = 512
+	apiKeyValidationTimeout        = 15 * time.Second
+	maxAPIKeyRetries               = 5
+)
+
+func sessionEnv(s ssh.Session, key string) string {
+	prefix := key + "="
+	for _, env := range s.Environ() {
+		if strings.HasPrefix(env, prefix) {
+			return env[len(prefix):]
+		}
+	}
+	return ""
+}
+
+func validateAPIKey(serverURL string, apiKey string) error {
+	trimmedKey := strings.TrimSpace(apiKey)
+	if len(trimmedKey) > maxAPIKeyLength {
+		return fmt.Errorf("API key is too long (max %d characters)", maxAPIKeyLength)
+	}
+
+	cfg := config.OnyxCliConfig{
+		ServerURL: serverURL,
+		APIKey:    trimmedKey,
+	}
+	client := api.NewClient(cfg)
+	ctx, cancel := context.WithTimeout(context.Background(), apiKeyValidationTimeout)
+	defer cancel()
+	return client.TestConnection(ctx)
+}
+
+// --- auth prompt (bubbletea model) ---
+
+type authState int
+
+const (
+	authInput authState = iota
+	authValidating
+	authDone
+)
+
+type authValidatedMsg struct {
+	key string
+	err error
+}
+
+type authModel struct {
+	input     textinput.Model
+	serverURL string
+	state     authState
+	apiKey    string // set on successful validation
+	errMsg    string
+	retries   int
+	aborted   bool
+}
+
+func newAuthModel(serverURL, initialErr string) authModel {
+	ti := textinput.New()
+	ti.Prompt = "  API Key: "
+	ti.EchoMode = textinput.EchoPassword
+	ti.EchoCharacter = '•'
+	ti.CharLimit = maxAPIKeyLength
+	ti.Width = 80
+	ti.Focus()
+
+	return authModel{
+		input:     ti,
+		serverURL: serverURL,
+		errMsg:    initialErr,
+	}
+}
+
+func (m authModel) Update(msg tea.Msg) (authModel, tea.Cmd) {
+	switch msg := msg.(type) {
+	case tea.WindowSizeMsg:
+		m.input.Width = max(msg.Width-14, 20) // account for prompt width
+		return m, nil
+	case tea.KeyMsg:
+		switch msg.Type {
+		case tea.KeyCtrlC, tea.KeyCtrlD:
+			m.aborted = true
+			return m, nil
+		default:
+			if m.state == authValidating {
+				return m, nil
+			}
+		}
+		switch msg.Type {
+		case tea.KeyEnter:
+			key := strings.TrimSpace(m.input.Value())
+			if key == "" {
+				m.errMsg = "No key entered."
+				m.retries++
+				if m.retries >= maxAPIKeyRetries {
+					m.errMsg = "Too many failed attempts. Disconnecting."
+					m.aborted = true
+					return m, nil
+				}
+				m.input.SetValue("")
+				return m, nil
+			}
+			m.state = authValidating
+			m.errMsg = ""
+			serverURL := m.serverURL
+			return m, func() tea.Msg {
+				return authValidatedMsg{key: key, err: validateAPIKey(serverURL, key)}
+			}
+		}
+
+	case authValidatedMsg:
+		if msg.err != nil {
+			m.state = authInput
+			m.errMsg = msg.err.Error()
+			m.retries++
+			if m.retries >= maxAPIKeyRetries {
+				m.errMsg = "Too many failed attempts. Disconnecting."
+				m.aborted = true
+				return m, nil
+			}
+			m.input.SetValue("")
+			return m, m.input.Focus()
+		}
+		m.apiKey = msg.key
+		m.state = authDone
+		return m, nil
+	}
+
+	if m.state == authInput {
+		var cmd tea.Cmd
+		m.input, cmd = m.input.Update(msg)
+		return m, cmd
+	}
+	return m, nil
+}
+
+func (m authModel) View() string {
+	settingsURL := strings.TrimRight(m.serverURL, "/") + "/app/settings/accounts-access"
+
+	var b strings.Builder
+	b.WriteString("\n")
+	b.WriteString("  \x1b[1;35mOnyx CLI\x1b[0m\n")
+	b.WriteString("  \x1b[90m" + m.serverURL + "\x1b[0m\n")
+	b.WriteString("\n")
+	b.WriteString("  Generate an API key at:\n")
+	b.WriteString("  \x1b[4;34m" + settingsURL + "\x1b[0m\n")
+	b.WriteString("\n")
+	b.WriteString("  \x1b[90mTip: skip this prompt by passing your key via SSH:\x1b[0m\n")
+	b.WriteString("  \x1b[90m  export ONYX_API_KEY=<key>\x1b[0m\n")
+	b.WriteString("  \x1b[90m  ssh -o SendEnv=ONYX_API_KEY <host> -p <port>\x1b[0m\n")
+	b.WriteString("\n")
+
+	if m.errMsg != "" {
+		b.WriteString("  \x1b[1;31m" + m.errMsg + "\x1b[0m\n\n")
+	}
+
+	switch m.state {
+	case authDone:
+		b.WriteString("  \x1b[32mAuthenticated.\x1b[0m\n")
+	case authValidating:
+		b.WriteString("  \x1b[90mValidating…\x1b[0m\n")
+	default:
+		b.WriteString(m.input.View() + "\n")
+	}
+
+	return b.String()
+}
+
+// --- serve model (wraps auth → TUI in a single bubbletea program) ---
+
+type serveModel struct {
+	auth      authModel
+	tui       tea.Model
+	authed    bool
+	serverCfg config.OnyxCliConfig
+	width     int
+	height    int
+}
+
+func newServeModel(serverCfg config.OnyxCliConfig, initialErr string) serveModel {
+	return serveModel{
+		auth:      newAuthModel(serverCfg.ServerURL, initialErr),
+		serverCfg: serverCfg,
+	}
+}
+
+func (m serveModel) Init() tea.Cmd {
+	return textinput.Blink
+}
+
+func (m serveModel) Update(msg tea.Msg) (tea.Model, tea.Cmd) {
+	if !m.authed {
+		if ws, ok := msg.(tea.WindowSizeMsg); ok {
+			m.width = ws.Width
+			m.height = ws.Height
+		}
+
+		var cmd tea.Cmd
+		m.auth, cmd = m.auth.Update(msg)
+
+		if m.auth.aborted {
+			return m, tea.Quit
+		}
+		if m.auth.apiKey != "" {
+			cfg := config.OnyxCliConfig{
+				ServerURL:      m.serverCfg.ServerURL,
+				APIKey:         m.auth.apiKey,
+				DefaultAgentID: m.serverCfg.DefaultAgentID,
+			}
+			m.tui = tui.NewModel(cfg)
+			m.authed = true
+			w, h := m.width, m.height
+			return m, tea.Batch(
+				tea.EnterAltScreen,
+				tea.EnableMouseCellMotion,
+				m.tui.Init(),
+				func() tea.Msg { return tea.WindowSizeMsg{Width: w, Height: h} },
+			)
+		}
+		return m, cmd
+	}
+
+	var cmd tea.Cmd
+	m.tui, cmd = m.tui.Update(msg)
+	return m, cmd
+}
+
+func (m serveModel) View() string {
+	if !m.authed {
+		return m.auth.View()
+	}
+	return m.tui.View()
+}
+
+// --- serve command ---
+
+func newServeCmd() *cobra.Command {
+	var (
+		host              string
+		port              int
+		keyPath           string
+		idleTimeout       time.Duration
+		maxSessionTimeout time.Duration
+		rateLimitPerMin   int
+		rateLimitBurst    int
+		rateLimitCache    int
+	)
+
+	cmd := &cobra.Command{
+		Use:   "serve",
+		Short: "Serve the Onyx TUI over SSH",
+		Long: `Start an SSH server that presents the interactive Onyx chat TUI to
+connecting clients. Each SSH session gets its own independent TUI instance.
+
+Clients are prompted for their Onyx API key on connect. The key can also be
+provided via the ONYX_API_KEY environment variable to skip the prompt:
+
+  ssh -o SendEnv=ONYX_API_KEY host -p port
+
+The server URL is taken from the server operator's config. The server
+auto-generates an Ed25519 host key on first run if the key file does not
+already exist. The host key path can also be set via the ONYX_SSH_HOST_KEY
+environment variable (the --host-key flag takes precedence).
+
+Example:
+  onyx-cli serve --port 2222
+  ssh localhost -p 2222`,
+		RunE: func(cmd *cobra.Command, args []string) error {
+			serverCfg := config.Load()
+			if serverCfg.ServerURL == "" {
+				return fmt.Errorf("server URL is not configured; run 'onyx-cli configure' first")
+			}
+			if !cmd.Flags().Changed("host-key") {
+				if v := os.Getenv(config.EnvSSHHostKey); v != "" {
+					keyPath = v
+				}
+			}
+			if rateLimitPerMin <= 0 {
+				return fmt.Errorf("--rate-limit-per-minute must be > 0")
+			}
+			if rateLimitBurst <= 0 {
+				return fmt.Errorf("--rate-limit-burst must be > 0")
+			}
+			if rateLimitCache <= 0 {
+				return fmt.Errorf("--rate-limit-cache must be > 0")
+			}
+
+			addr := net.JoinHostPort(host, fmt.Sprintf("%d", port))
+			connectionLimiter := ratelimiter.NewRateLimiter(
+				rate.Limit(float64(rateLimitPerMin)/60.0),
+				rateLimitBurst,
+				rateLimitCache,
+			)
+
+			handler := func(s ssh.Session) (tea.Model, []tea.ProgramOption) {
+				apiKey := strings.TrimSpace(sessionEnv(s, config.EnvAPIKey))
+				var envErr string
+
+				if apiKey != "" {
+					if err := validateAPIKey(serverCfg.ServerURL, apiKey); err != nil {
+						envErr = fmt.Sprintf("ONYX_API_KEY from SSH environment is invalid: %s", err.Error())
+						apiKey = ""
+					}
+				}
+
+				if apiKey != "" {
+					// Env key is valid — go straight to the TUI.
+					cfg := config.OnyxCliConfig{
+						ServerURL:      serverCfg.ServerURL,
+						APIKey:         apiKey,
+						DefaultAgentID: serverCfg.DefaultAgentID,
+					}
+					return tui.NewModel(cfg), []tea.ProgramOption{
+						tea.WithAltScreen(),
+						tea.WithMouseCellMotion(),
+					}
+				}
+
+				// No valid env key — show auth prompt, then transition
+				// to the TUI within the same bubbletea program.
+				return newServeModel(serverCfg, envErr), []tea.ProgramOption{
+					tea.WithMouseCellMotion(),
+				}
+			}
+
+			serverOptions := []ssh.Option{
+				wish.WithAddress(addr),
+				wish.WithHostKeyPath(keyPath),
+				wish.WithMiddleware(
+					bubbletea.Middleware(handler),
+					activeterm.Middleware(),
+					ratelimiter.Middleware(connectionLimiter),
+					logging.Middleware(),
+				),
+			}
+			if idleTimeout > 0 {
+				serverOptions = append(serverOptions, wish.WithIdleTimeout(idleTimeout))
+			}
+			if maxSessionTimeout > 0 {
+				serverOptions = append(serverOptions, wish.WithMaxTimeout(maxSessionTimeout))
+			}
+
+			s, err := wish.NewServer(serverOptions...)
+			if err != nil {
+				return fmt.Errorf("could not create SSH server: %w", err)
+			}
+
+			done := make(chan os.Signal, 1)
+			signal.Notify(done, os.Interrupt, syscall.SIGTERM)
+
+			log.Info("Starting Onyx SSH server", "addr", addr)
+			log.Info("Connect with", "cmd", fmt.Sprintf("ssh %s -p %d", host, port))
+
+			errCh := make(chan error, 1)
+			go func() {
+				if err := s.ListenAndServe(); err != nil && !errors.Is(err, ssh.ErrServerClosed) {
+					log.Error("SSH server failed", "error", err)
+					errCh <- err
+				}
+			}()
+
+			var serverErr error
+			select {
+			case <-done:
+			case serverErr = <-errCh:
+			}
+
+			signal.Stop(done)
+			log.Info("Shutting down SSH server")
+			ctx, cancel := context.WithTimeout(context.Background(), 10*time.Second)
+			defer cancel()
+			if shutdownErr := s.Shutdown(ctx); shutdownErr != nil {
+				return errors.Join(serverErr, shutdownErr)
+			}
+			return serverErr
+		},
+	}
+
+	cmd.Flags().StringVar(&host, "host", "localhost", "Host address to bind to")
+	cmd.Flags().IntVarP(&port, "port", "p", 2222, "Port to listen on")
+	cmd.Flags().StringVar(&keyPath, "host-key", filepath.Join(config.ConfigDir(), "host_ed25519"),
+		"Path to SSH host key (auto-generated if missing)")
+	cmd.Flags().DurationVar(
+		&idleTimeout,
+		"idle-timeout",
+		defaultServeIdleTimeout,
+		"Disconnect idle clients after this duration (set 0 to disable)",
+	)
+	cmd.Flags().DurationVar(
+		&maxSessionTimeout,
+		"max-session-timeout",
+		defaultServeMaxSessionTimeout,
+		"Maximum lifetime of a client session (set 0 to disable)",
+	)
+	cmd.Flags().IntVar(
+		&rateLimitPerMin,
+		"rate-limit-per-minute",
+		defaultServeRateLimitPerMinute,
+		"Per-IP connection rate limit (new sessions per minute)",
+	)
+	cmd.Flags().IntVar(
+		&rateLimitBurst,
+		"rate-limit-burst",
+		defaultServeRateLimitBurst,
+		"Per-IP burst limit for connection attempts",
+	)
+	cmd.Flags().IntVar(
+		&rateLimitCache,
+		"rate-limit-cache",
+		defaultServeRateLimitCacheSize,
+		"Maximum number of IP limiter entries tracked in memory",
+	)
+
+	return cmd
+}

cli/cmd/validate.go

@@ -1,10 +1,14 @@
 package cmd
 
 import (
+	"context"
 	"fmt"
+	"time"
 
 	"github.com/onyx-dot-app/onyx/cli/internal/api"
 	"github.com/onyx-dot-app/onyx/cli/internal/config"
+	"github.com/onyx-dot-app/onyx/cli/internal/version"
+	log "github.com/sirupsen/logrus"
 	"github.com/spf13/cobra"
 )
 
@@ -35,6 +39,25 @@ func newValidateConfigCmd() *cobra.Command {
 			}
 
 			_, _ = fmt.Fprintln(cmd.OutOrStdout(), "Status:  connected and authenticated")
+
+			// Check backend version compatibility
+			vCtx, vCancel := context.WithTimeout(cmd.Context(), 5*time.Second)
+			defer vCancel()
+
+			backendVersion, err := client.GetBackendVersion(vCtx)
+			if err != nil {
+				log.WithError(err).Debug("could not fetch backend version")
+			} else if backendVersion == "" {
+				log.Debug("server returned empty version string")
+			} else {
+				_, _ = fmt.Fprintf(cmd.OutOrStdout(), "Version: %s\n", backendVersion)
+				min := version.MinServer()
+				if sv, ok := version.Parse(backendVersion); ok && sv.LessThan(min) {
+					log.Warnf("Server version %s is below minimum required %d.%d, please upgrade",
+						backendVersion, min.Major, min.Minor)
+				}
+			}
+
 			return nil
 		},
 	}

cli/go.mod

@@ -1,45 +1,63 @@
 module github.com/onyx-dot-app/onyx/cli
 
-go 1.26.0
+go 1.26.1
 
 require (
-	github.com/charmbracelet/bubbles v0.20.0
-	github.com/charmbracelet/bubbletea v1.3.4
-	github.com/charmbracelet/glamour v0.8.0
-	github.com/charmbracelet/lipgloss v1.1.0
-	github.com/spf13/cobra v1.9.1
-	golang.org/x/term v0.30.0
-	golang.org/x/text v0.34.0
+	github.com/charmbracelet/bubbles v1.0.0
+	github.com/charmbracelet/bubbletea v1.3.10
+	github.com/charmbracelet/glamour v1.0.0
+	github.com/charmbracelet/lipgloss v1.1.1-0.20250404203927-76690c660834
+	github.com/charmbracelet/log v1.0.0
+	github.com/charmbracelet/ssh v0.0.0-20250826160808-ebfa259c7309
+	github.com/charmbracelet/wish v1.4.7
+	github.com/sirupsen/logrus v1.9.4
+	github.com/spf13/cobra v1.10.2
+	golang.org/x/term v0.41.0
+	golang.org/x/text v0.35.0
+	golang.org/x/time v0.15.0
 )
 
 require (
-	github.com/alecthomas/chroma/v2 v2.14.0 // indirect
+	github.com/alecthomas/chroma/v2 v2.23.1 // indirect
+	github.com/anmitsu/go-shlex v0.0.0-20200514113438-38f4b401e2be // indirect
 	github.com/atotto/clipboard v0.1.4 // indirect
 	github.com/aymanbagabas/go-osc52/v2 v2.0.1 // indirect
 	github.com/aymerick/douceur v0.2.0 // indirect
-	github.com/charmbracelet/colorprofile v0.2.3-0.20250311203215-f60798e515dc // indirect
-	github.com/charmbracelet/x/ansi v0.8.0 // indirect
-	github.com/charmbracelet/x/cellbuf v0.0.13-0.20250311204145-2c3ea96c31dd // indirect
-	github.com/charmbracelet/x/term v0.2.1 // indirect
-	github.com/dlclark/regexp2 v1.11.0 // indirect
+	github.com/charmbracelet/colorprofile v0.4.3 // indirect
+	github.com/charmbracelet/keygen v0.5.4 // indirect
+	github.com/charmbracelet/x/ansi v0.11.6 // indirect
+	github.com/charmbracelet/x/cellbuf v0.0.15 // indirect
+	github.com/charmbracelet/x/conpty v0.2.0 // indirect
+	github.com/charmbracelet/x/exp/slice v0.0.0-20260323091123-df7b1bcffcca // indirect
+	github.com/charmbracelet/x/input v0.3.7 // indirect
+	github.com/charmbracelet/x/term v0.2.2 // indirect
+	github.com/charmbracelet/x/termios v0.1.1 // indirect
+	github.com/charmbracelet/x/windows v0.2.2 // indirect
+	github.com/clipperhouse/displaywidth v0.11.0 // indirect
+	github.com/clipperhouse/uax29/v2 v2.7.0 // indirect
+	github.com/creack/pty v1.1.24 // indirect
+	github.com/dlclark/regexp2 v1.11.5 // indirect
 	github.com/erikgeiser/coninput v0.0.0-20211004153227-1c3628e74d0f // indirect
+	github.com/go-logfmt/logfmt v0.6.1 // indirect
 	github.com/gorilla/css v1.0.1 // indirect
+	github.com/hashicorp/golang-lru/v2 v2.0.7 // indirect
 	github.com/inconshreveable/mousetrap v1.1.0 // indirect
-	github.com/lucasb-eyer/go-colorful v1.2.0 // indirect
+	github.com/lucasb-eyer/go-colorful v1.3.0 // indirect
 	github.com/mattn/go-isatty v0.0.20 // indirect
 	github.com/mattn/go-localereader v0.0.1 // indirect
-	github.com/mattn/go-runewidth v0.0.16 // indirect
+	github.com/mattn/go-runewidth v0.0.21 // indirect
 	github.com/microcosm-cc/bluemonday v1.0.27 // indirect
 	github.com/muesli/ansi v0.0.0-20230316100256-276c6243b2f6 // indirect
 	github.com/muesli/cancelreader v0.2.2 // indirect
 	github.com/muesli/reflow v0.3.0 // indirect
 	github.com/muesli/termenv v0.16.0 // indirect
 	github.com/rivo/uniseg v0.4.7 // indirect
-	github.com/spf13/pflag v1.0.6 // indirect
+	github.com/spf13/pflag v1.0.10 // indirect
 	github.com/xo/terminfo v0.0.0-20220910002029-abceb7e1c41e // indirect
-	github.com/yuin/goldmark v1.7.4 // indirect
-	github.com/yuin/goldmark-emoji v1.0.3 // indirect
-	golang.org/x/net v0.38.0 // indirect
-	golang.org/x/sync v0.19.0 // indirect
-	golang.org/x/sys v0.31.0 // indirect
+	github.com/yuin/goldmark v1.8.2 // indirect
+	github.com/yuin/goldmark-emoji v1.0.6 // indirect
+	golang.org/x/crypto v0.49.0 // indirect
+	golang.org/x/exp v0.0.0-20260312153236-7ab1446f8b90 // indirect
+	golang.org/x/net v0.52.0 // indirect
+	golang.org/x/sys v0.42.0 // indirect
 )

cli/go.sum

@@ -1,55 +1,89 @@
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@@ -60,35 +94,47 @@ github.com/muesli/reflow v0.3.0 h1:IFsN6K9NfGtjeggFP+68I4chLZV2yIKsXJFNZ+eWh6s=
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 github.com/rivo/uniseg v0.1.0/go.mod h1:J6wj4VEh+S6ZtnVlnTBMWIodfgj8LQOQFoIToxlJtxc=
 github.com/rivo/uniseg v0.2.0/go.mod h1:J6wj4VEh+S6ZtnVlnTBMWIodfgj8LQOQFoIToxlJtxc=
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 github.com/rivo/uniseg v0.4.7/go.mod h1:FN3SvrM+Zdj16jyLfmOkMNblXMcoc8DfTHruCPUcx88=
 github.com/russross/blackfriday/v2 v2.1.0/go.mod h1:+Rmxgy9KzJVeS9/2gXHxylqXiyQDYRxCVz55jmeOWTM=
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 github.com/xo/terminfo v0.0.0-20220910002029-abceb7e1c41e h1:JVG44RsyaB9T2KIHavMF/ppJZNG9ZpyihvCd0w101no=
 github.com/xo/terminfo v0.0.0-20220910002029-abceb7e1c41e/go.mod h1:RbqR21r5mrJuqunuUZ/Dhy/avygyECGrLceyNeo4LiM=
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-golang.org/x/net v0.38.0/go.mod h1:ivrbrMbzFq5J41QOQh0siUuly180yBYtLp+CKbEaFx8=
-golang.org/x/sync v0.19.0 h1:vV+1eWNmZ5geRlYjzm2adRgW2/mcpevXNg50YZtPCE4=
-golang.org/x/sync v0.19.0/go.mod h1:9KTHXmSnoGruLpwFjVSX0lNNA75CykiMECbovNTZqGI=
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+go.yaml.in/yaml/v3 v3.0.4/go.mod h1:DhzuOOF2ATzADvBadXxruRBLzYTpT36CKvDb3+aBEFg=
+golang.org/x/crypto v0.49.0 h1:+Ng2ULVvLHnJ/ZFEq4KdcDd/cfjrrjjNSXNzxg0Y4U4=
+golang.org/x/crypto v0.49.0/go.mod h1:ErX4dUh2UM+CFYiXZRTcMpEcN8b/1gxEuv3nODoYtCA=
+golang.org/x/exp v0.0.0-20260312153236-7ab1446f8b90 h1:jiDhWWeC7jfWqR9c/uplMOqJ0sbNlNWv0UkzE0vX1MA=
+golang.org/x/exp v0.0.0-20260312153236-7ab1446f8b90/go.mod h1:xE1HEv6b+1SCZ5/uscMRjUBKtIxworgEcEi+/n9NQDQ=
+golang.org/x/net v0.52.0 h1:He/TN1l0e4mmR3QqHMT2Xab3Aj3L9qjbhRm78/6jrW0=
+golang.org/x/net v0.52.0/go.mod h1:R1MAz7uMZxVMualyPXb+VaqGSa3LIaUqk0eEt3w36Sw=
+golang.org/x/sync v0.20.0 h1:e0PTpb7pjO8GAtTs2dQ6jYa5BWYlMuX047Dco/pItO4=
+golang.org/x/sync v0.20.0/go.mod h1:9xrNwdLfx4jkKbNva9FpL6vEN7evnE43NNNJQ2LF3+0=
 golang.org/x/sys v0.0.0-20210809222454-d867a43fc93e/go.mod h1:oPkhp1MJrh7nUepCBck5+mAzfO9JrbApNNgaTdGDITg=
 golang.org/x/sys v0.6.0/go.mod h1:oPkhp1MJrh7nUepCBck5+mAzfO9JrbApNNgaTdGDITg=
-golang.org/x/sys v0.31.0 h1:ioabZlmFYtWhL+TRYpcnNlLwhyxaM9kWTDEmfnprqik=
-golang.org/x/sys v0.31.0/go.mod h1:BJP2sWEmIv4KK5OTEluFJCKSidICx8ciO85XgH3Ak8k=
-golang.org/x/term v0.30.0 h1:PQ39fJZ+mfadBm0y5WlL4vlM7Sx1Hgf13sMIY2+QS9Y=
-golang.org/x/term v0.30.0/go.mod h1:NYYFdzHoI5wRh/h5tDMdMqCqPJZEuNqVR5xJLd/n67g=
-golang.org/x/text v0.34.0 h1:oL/Qq0Kdaqxa1KbNeMKwQq0reLCCaFtqu2eNuSeNHbk=
-golang.org/x/text v0.34.0/go.mod h1:homfLqTYRFyVYemLBFl5GgL/DWEiH5wcsQ5gSh1yziA=
+golang.org/x/sys v0.42.0 h1:omrd2nAlyT5ESRdCLYdm3+fMfNFE/+Rf4bDIQImRJeo=
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+golang.org/x/text v0.35.0/go.mod h1:khi/HExzZJ2pGnjenulevKNX1W67CUy0AsXcNubPGCA=
+golang.org/x/time v0.15.0 h1:bbrp8t3bGUeFOx08pvsMYRTCVSMk89u4tKbNOZbp88U=
+golang.org/x/time v0.15.0/go.mod h1:Y4YMaQmXwGQZoFaVFk4YpCt4FLQMYKZe9oeV/f4MSno=
 gopkg.in/check.v1 v0.0.0-20161208181325-20d25e280405/go.mod h1:Co6ibVJAznAaIkqp8huTwlJQCZ016jof/cbN4VW5Yz0=
+gopkg.in/yaml.v3 v3.0.1 h1:fxVm/GzAzEWqLHuvctI91KS9hhNmmWOoWu0XTYJS7CA=
 gopkg.in/yaml.v3 v3.0.1/go.mod h1:K4uyk7z7BCEPqu6E+C64Yfv1cQ7kz7rIZviUmN+EgEM=

cli/hatch_build.py

@@ -34,8 +34,7 @@ class CustomBuildHook(BuildHookInterface):
         # Build the Go binary (always rebuild to ensure correct version injection)
         if not os.path.exists(binary_name):
             print(f"Building Go binary '{binary_name}'...")
-            pkg = "github.com/onyx-dot-app/onyx/cli/cmd"
-            ldflags = f"-X {pkg}.version={tag}" f" -X {pkg}.commit={commit}" " -s -w"
+            ldflags = f"-X main.version={tag} -X main.commit={commit} -s -w"
             subprocess.check_call(  # noqa: S603
                 ["go", "build", f"-ldflags={ldflags}", "-o", binary_name],
             )

cli/internal/api/client.go

@@ -270,6 +270,17 @@ func (c *Client) UploadFile(ctx context.Context, filePath string) (*models.FileD
 	}, nil
 }
 
+// GetBackendVersion fetches the backend version string from /api/version.
+func (c *Client) GetBackendVersion(ctx context.Context) (string, error) {
+	var resp struct {
+		BackendVersion string `json:"backend_version"`
+	}
+	if err := c.doJSON(ctx, "GET", "/api/version", nil, &resp); err != nil {
+		return "", err
+	}
+	return resp.BackendVersion, nil
+}
+
 // StopChatSession sends a stop signal for a streaming session (best-effort).
 func (c *Client) StopChatSession(ctx context.Context, sessionID string) {
 	req, err := c.newRequest(ctx, "POST", "/api/chat/stop-chat-session/"+sessionID, nil)

cli/internal/config/config.go

@@ -9,9 +9,10 @@ import (
 )
 
 const (
-	EnvServerURL    = "ONYX_SERVER_URL"
-	EnvAPIKey = "ONYX_API_KEY"
+	EnvServerURL  = "ONYX_SERVER_URL"
+	EnvAPIKey     = "ONYX_API_KEY"
 	EnvAgentID    = "ONYX_PERSONA_ID"
+	EnvSSHHostKey = "ONYX_SSH_HOST_KEY"
 )
 
 // OnyxCliConfig holds the CLI configuration.
@@ -35,8 +36,8 @@ func (c OnyxCliConfig) IsConfigured() bool {
 	return c.APIKey != ""
 }
 
-// configDir returns ~/.config/onyx-cli
-func configDir() string {
+// ConfigDir returns ~/.config/onyx-cli
+func ConfigDir() string {
 	if xdg := os.Getenv("XDG_CONFIG_HOME"); xdg != "" {
 		return filepath.Join(xdg, "onyx-cli")
 	}
@@ -49,7 +50,7 @@ func configDir() string {
 
 // ConfigFilePath returns the full path to the config file.
 func ConfigFilePath() string {
-	return filepath.Join(configDir(), "config.json")
+	return filepath.Join(ConfigDir(), "config.json")
 }
 
 // ConfigExists checks if the config file exists on disk.
@@ -87,7 +88,7 @@ func Load() OnyxCliConfig {
 
 // Save writes the config to disk, creating parent directories if needed.
 func Save(cfg OnyxCliConfig) error {
-	dir := configDir()
+	dir := ConfigDir()
 	if err := os.MkdirAll(dir, 0o755); err != nil {
 		return err
 	}

cli/internal/version/version.go

@@ -0,0 +1,58 @@
+// Package version provides semver parsing and compatibility checks.
+package version
+
+import (
+	"strconv"
+	"strings"
+)
+
+// Semver holds parsed semantic version components.
+type Semver struct {
+	Major int
+	Minor int
+	Patch int
+}
+
+// minServer is the minimum backend version required by this CLI.
+var minServer = Semver{Major: 3, Minor: 0, Patch: 0}
+
+// MinServer returns the minimum backend version required by this CLI.
+func MinServer() Semver { return minServer }
+
+// Parse extracts major, minor, patch from a version string like "3.1.2" or "v3.1.2".
+// Returns ok=false if the string is not valid semver.
+func Parse(v string) (Semver, bool) {
+	v = strings.TrimPrefix(v, "v")
+	// Strip any pre-release suffix (e.g. "-beta.1") and build metadata (e.g. "+build.1")
+	if idx := strings.IndexAny(v, "-+"); idx != -1 {
+		v = v[:idx]
+	}
+	parts := strings.SplitN(v, ".", 3)
+	if len(parts) != 3 {
+		return Semver{}, false
+	}
+	major, err := strconv.Atoi(parts[0])
+	if err != nil {
+		return Semver{}, false
+	}
+	minor, err := strconv.Atoi(parts[1])
+	if err != nil {
+		return Semver{}, false
+	}
+	patch, err := strconv.Atoi(parts[2])
+	if err != nil {
+		return Semver{}, false
+	}
+	return Semver{Major: major, Minor: minor, Patch: patch}, true
+}
+
+// LessThan reports whether s is strictly less than other.
+func (s Semver) LessThan(other Semver) bool {
+	if s.Major != other.Major {
+		return s.Major < other.Major
+	}
+	if s.Minor != other.Minor {
+		return s.Minor < other.Minor
+	}
+	return s.Patch < other.Patch
+}

cli/pyproject.toml

@@ -1,5 +1,5 @@
 [build-system]
-requires = ["hatchling", "go-bin~=1.24.11", "manygo"]
+requires = ["hatchling==1.29.0", "go-bin~=1.26.1", "manygo==0.2.0"]
 build-backend = "hatchling.build"
 
 [project]

deployment/helm/charts/onyx/Chart.yaml

@@ -5,7 +5,7 @@ home: https://www.onyx.app/
 sources:
   - "https://github.com/onyx-dot-app/onyx"
 type: application
-version: 0.4.37
+version: 0.4.38
 appVersion: latest
 annotations:
   category: Productivity

deployment/helm/charts/onyx/templates/celery-worker-docfetching-metrics-service.yaml

@@ -0,0 +1,26 @@
+{{- /* Metrics port must match the default in metrics_server.py (_DEFAULT_PORTS).
+       Do NOT use PROMETHEUS_METRICS_PORT env var in Helm — each worker needs its own port. */ -}}
+{{- if and .Values.vectorDB.enabled (gt (int .Values.celery_worker_docfetching.replicaCount) 0) }}
+apiVersion: v1
+kind: Service
+metadata:
+  name: {{ include "onyx.fullname" . }}-celery-worker-docfetching-metrics
+  labels:
+    {{- include "onyx.labels" . | nindent 4 }}
+    {{- if .Values.celery_worker_docfetching.deploymentLabels }}
+    {{- toYaml .Values.celery_worker_docfetching.deploymentLabels | nindent 4 }}
+    {{- end }}
+    metrics: "true"
+spec:
+  type: ClusterIP
+  ports:
+    - port: 9092
+      targetPort: metrics
+      protocol: TCP
+      name: metrics
+  selector:
+    {{- include "onyx.selectorLabels" . | nindent 4 }}
+    {{- if .Values.celery_worker_docfetching.deploymentLabels }}
+    {{- toYaml .Values.celery_worker_docfetching.deploymentLabels | nindent 4 }}
+    {{- end }}
+{{- end }}

deployment/helm/charts/onyx/templates/celery-worker-docfetching.yaml

@@ -73,6 +73,10 @@ spec:
               "-Q",
               "connector_doc_fetching",
             ]
+          ports:
+            - name: metrics
+              containerPort: 9092
+              protocol: TCP
           resources:
             {{- toYaml .Values.celery_worker_docfetching.resources | nindent 12 }}
           envFrom:

deployment/helm/charts/onyx/templates/celery-worker-docprocessing-metrics-service.yaml

@@ -0,0 +1,26 @@
+{{- /* Metrics port must match the default in metrics_server.py (_DEFAULT_PORTS).
+       Do NOT use PROMETHEUS_METRICS_PORT env var in Helm — each worker needs its own port. */ -}}
+{{- if and .Values.vectorDB.enabled (gt (int .Values.celery_worker_docprocessing.replicaCount) 0) }}
+apiVersion: v1
+kind: Service
+metadata:
+  name: {{ include "onyx.fullname" . }}-celery-worker-docprocessing-metrics
+  labels:
+    {{- include "onyx.labels" . | nindent 4 }}
+    {{- if .Values.celery_worker_docprocessing.deploymentLabels }}
+    {{- toYaml .Values.celery_worker_docprocessing.deploymentLabels | nindent 4 }}
+    {{- end }}
+    metrics: "true"
+spec:
+  type: ClusterIP
+  ports:
+    - port: 9093
+      targetPort: metrics
+      protocol: TCP
+      name: metrics
+  selector:
+    {{- include "onyx.selectorLabels" . | nindent 4 }}
+    {{- if .Values.celery_worker_docprocessing.deploymentLabels }}
+    {{- toYaml .Values.celery_worker_docprocessing.deploymentLabels | nindent 4 }}
+    {{- end }}
+{{- end }}

deployment/helm/charts/onyx/templates/celery-worker-docprocessing.yaml

@@ -73,6 +73,10 @@ spec:
               "-Q",
               "docprocessing",
             ]
+          ports:
+            - name: metrics
+              containerPort: 9093
+              protocol: TCP
           resources:
             {{- toYaml .Values.celery_worker_docprocessing.resources | nindent 12 }}
           envFrom:

deployment/helm/charts/onyx/templates/celery-worker-monitoring-metrics-service.yaml

@@ -0,0 +1,26 @@
+{{- /* Metrics port must match the default in metrics_server.py (_DEFAULT_PORTS).
+       Do NOT use PROMETHEUS_METRICS_PORT env var in Helm — each worker needs its own port. */ -}}
+{{- if and .Values.vectorDB.enabled (gt (int .Values.celery_worker_monitoring.replicaCount) 0) }}
+apiVersion: v1
+kind: Service
+metadata:
+  name: {{ include "onyx.fullname" . }}-celery-worker-monitoring-metrics
+  labels:
+    {{- include "onyx.labels" . | nindent 4 }}
+    {{- if .Values.celery_worker_monitoring.deploymentLabels }}
+    {{- toYaml .Values.celery_worker_monitoring.deploymentLabels | nindent 4 }}
+    {{- end }}
+    metrics: "true"
+spec:
+  type: ClusterIP
+  ports:
+    - port: 9096
+      targetPort: metrics
+      protocol: TCP
+      name: metrics
+  selector:
+    {{- include "onyx.selectorLabels" . | nindent 4 }}
+    {{- if .Values.celery_worker_monitoring.deploymentLabels }}
+    {{- toYaml .Values.celery_worker_monitoring.deploymentLabels | nindent 4 }}
+    {{- end }}
+{{- end }}

deployment/helm/charts/onyx/templates/celery-worker-monitoring.yaml

@@ -70,6 +70,10 @@ spec:
               "-Q",
               "monitoring",
             ]
+          ports:
+            - name: metrics
+              containerPort: 9096
+              protocol: TCP
           resources:
             {{- toYaml .Values.celery_worker_monitoring.resources | nindent 12 }}
           envFrom:

pyproject.toml

@@ -66,7 +66,7 @@ backend = [
     "jsonref==1.1.0",
     "kubernetes==31.0.0",
     "trafilatura==1.12.2",
-    "langchain-core==1.2.11",
+    "langchain-core==1.2.22",
     "lazy_imports==1.0.1",
     "lxml==5.3.0",
     "Mako==1.2.4",
@@ -144,7 +144,7 @@ dev = [
     "matplotlib==3.10.8",
     "mypy-extensions==1.0.0",
     "mypy==1.13.0",
-    "onyx-devtools==0.7.1",
+    "onyx-devtools==0.7.2",
     "openapi-generator-cli==7.17.0",
     "pandas-stubs~=2.3.3",
     "pre-commit==3.2.2",

tools/ods/go.mod

@@ -1,6 +1,6 @@
 module github.com/onyx-dot-app/onyx/tools/ods
 
-go 1.26.0
+go 1.26.1
 
 require (
 	github.com/gdamore/tcell/v2 v2.13.8

tools/ods/pyproject.toml

@@ -1,5 +1,5 @@
 [build-system]
-requires = ["hatchling", "go-bin~=1.26.0", "manygo"]
+requires = ["hatchling==1.29.0", "go-bin~=1.26.1", "manygo==0.2.0"]
 build-backend = "hatchling.build"
 
 [project]

uv.lock

@@ -1255,61 +1255,61 @@ wheels = [
 
 [[package]]
 name = "cryptography"
-version = "46.0.5"
+version = "46.0.6"
 source = { registry = "https://pypi.org/simple" }
 dependencies = [
     { name = "cffi", marker = "platform_python_implementation != 'PyPy'" },
 ]
-sdist = { url = "https://files.pythonhosted.org/packages/60/04/ee2a9e8542e4fa2773b81771ff8349ff19cdd56b7258a0cc442639052edb/cryptography-46.0.5.tar.gz", hash = "sha256:abace499247268e3757271b2f1e244b36b06f8515cf27c4d49468fc9eb16e93d", size = 750064, upload-time = "2026-02-10T19:18:38.255Z" }
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 ]
 
 [[package]]
@@ -3048,7 +3048,7 @@ wheels = [
 
 [[package]]
 name = "langchain-core"
-version = "1.2.11"
+version = "1.2.22"
 source = { registry = "https://pypi.org/simple" }
 dependencies = [
     { name = "jsonpatch" },
@@ -3060,9 +3060,9 @@ dependencies = [
     { name = "typing-extensions" },
     { name = "uuid-utils" },
 ]
-sdist = { url = "https://files.pythonhosted.org/packages/12/17/1943cedfc118e04b8128e4c3e1dbf0fa0ea58eefddbb6198cfd699d19f01/langchain_core-1.2.11.tar.gz", hash = "sha256:f164bb36602dd74a3a50c1334fca75309ad5ed95767acdfdbb9fa95ce28a1e01", size = 831211, upload-time = "2026-02-10T20:35:28.35Z" }
+sdist = { url = "https://files.pythonhosted.org/packages/b1/a3/c4cd6827a1df46c821e7214b7f7b7a28b189e6c9b84ef15c6d629c5e3179/langchain_core-1.2.22.tar.gz", hash = "sha256:8d8f726d03d3652d403da915126626bb6250747e8ba406537d849e68b9f5d058", size = 842487, upload-time = "2026-03-24T18:48:44.9Z" }
 wheels = [
-    { url = "https://files.pythonhosted.org/packages/10/30/1f80e3fc674353cad975ed5294353d42512535d2094ef032c06454c2c873/langchain_core-1.2.11-py3-none-any.whl", hash = "sha256:ae11ceb8dda60d0b9d09e763116e592f1683327c17be5b715f350fd29aee65d3", size = 500062, upload-time = "2026-02-10T20:35:26.698Z" },
+    { url = "https://files.pythonhosted.org/packages/c7/a6/2ffacf0f1a3788f250e75d0b52a24896c413be11be3a6d42bcdf46fbea48/langchain_core-1.2.22-py3-none-any.whl", hash = "sha256:7e30d586b75918e828833b9ec1efc25465723566845dd652c277baf751e9c04b", size = 506829, upload-time = "2026-03-24T18:48:43.286Z" },
 ]
 
 [[package]]
@@ -4439,7 +4439,7 @@ requires-dist = [
     { name = "jsonref", marker = "extra == 'backend'", specifier = "==1.1.0" },
     { name = "kubernetes", specifier = ">=31.0.0" },
     { name = "kubernetes", marker = "extra == 'backend'", specifier = "==31.0.0" },
-    { name = "langchain-core", marker = "extra == 'backend'", specifier = "==1.2.11" },
+    { name = "langchain-core", marker = "extra == 'backend'", specifier = "==1.2.22" },
     { name = "langfuse", marker = "extra == 'backend'", specifier = "==3.10.0" },
     { name = "lazy-imports", marker = "extra == 'backend'", specifier = "==1.0.1" },
     { name = "litellm", specifier = "==1.81.6" },
@@ -4458,7 +4458,7 @@ requires-dist = [
     { name = "numpy", marker = "extra == 'model-server'", specifier = "==2.4.1" },
     { name = "oauthlib", marker = "extra == 'backend'", specifier = "==3.2.2" },
     { name = "office365-rest-python-client", marker = "extra == 'backend'", specifier = "==2.6.2" },
-    { name = "onyx-devtools", marker = "extra == 'dev'", specifier = "==0.7.1" },
+    { name = "onyx-devtools", marker = "extra == 'dev'", specifier = "==0.7.2" },
     { name = "openai", specifier = "==2.14.0" },
     { name = "openapi-generator-cli", marker = "extra == 'dev'", specifier = "==7.17.0" },
     { name = "openinference-instrumentation", marker = "extra == 'backend'", specifier = "==0.1.42" },
@@ -4563,19 +4563,19 @@ requires-dist = [{ name = "onyx", extras = ["backend", "dev", "ee"], editable =
 
 [[package]]
 name = "onyx-devtools"
-version = "0.7.1"
+version = "0.7.2"
 source = { registry = "https://pypi.org/simple" }
 dependencies = [
     { name = "fastapi" },
     { name = "openapi-generator-cli" },
 ]
 wheels = [
-    { url = "https://files.pythonhosted.org/packages/65/9d/74bcd02583706bdf90c8ac9084eb60bd71d0671392152410ab21b7b68ea1/onyx_devtools-0.7.1-py3-none-macosx_10_12_x86_64.whl", hash = "sha256:178385dce0b413fd2a1f761055a99f556ec536ef5c32963fc273e751813621eb", size = 4007974, upload-time = "2026-03-17T21:10:39.267Z" },
-    { url = "https://files.pythonhosted.org/packages/f0/f8/d8ddb32120428c083c60eb07244479da6e07eaebd31847658a049ab33815/onyx_devtools-0.7.1-py3-none-macosx_11_0_arm64.whl", hash = "sha256:7960ae6e440ebf1584e02d9e1d0c9ef543b1d54c2584cdcace15695aec3121b2", size = 3696924, upload-time = "2026-03-17T21:10:50.716Z" },
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+    { url = "https://files.pythonhosted.org/packages/22/b0/765ed49157470e8ccc8ab89e6a896ade50cde3aa2a494662ad4db92a48c4/onyx_devtools-0.7.2-py3-none-macosx_10_12_x86_64.whl", hash = "sha256:553a2b5e61b29b7913c991c8d5aed78f930f0f81a0f42229c6a8de2b1e8ff57e", size = 4203859, upload-time = "2026-03-27T15:09:49.63Z" },
+    { url = "https://files.pythonhosted.org/packages/f7/9d/bba0a44a16d2fc27e5441aaf10727e10514e7a49bce70eca02bced566eb9/onyx_devtools-0.7.2-py3-none-macosx_11_0_arm64.whl", hash = "sha256:5cf0782dca8b3d861de9e18e65e990cfce5161cd559df44d8fabd3fefd54fdcd", size = 3879750, upload-time = "2026-03-27T15:09:42.413Z" },
+    { url = "https://files.pythonhosted.org/packages/4d/d8/c5725e8af14c74fe0aeed29e4746400bb3c0a078fd1240df729dc6432b84/onyx_devtools-0.7.2-py3-none-manylinux_2_17_aarch64.whl", hash = "sha256:9a0d67373e16b4fbb38a5290c0d9dfd4cfa837e5da0c165b32841b9d37f7455b", size = 3743529, upload-time = "2026-03-27T15:09:44.546Z" },
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+    { url = "https://files.pythonhosted.org/packages/26/76/be129e2baafc91fe792d919b1f4d73fc943ba9c2b728a60f1fb98e0c115a/onyx_devtools-0.7.2-py3-none-win_amd64.whl", hash = "sha256:83b3eb84df58d865e4f714222a5fab3ea464836e2c8690569454a940bbb651ff", size = 4282270, upload-time = "2026-03-27T15:09:44.676Z" },
+    { url = "https://files.pythonhosted.org/packages/3b/72/29b8c8dbcf069c56475f00511f04c4aaa5ba3faba1dfc8276107d4b3ef7f/onyx_devtools-0.7.2-py3-none-win_arm64.whl", hash = "sha256:62f0836624ee6a5b31e64fd93162e7fce142ac8a4f959607e411824bc2b88174", size = 3823053, upload-time = "2026-03-27T15:09:43.546Z" },
 ]
 
 [[package]]

web/lib/opal/src/components/buttons/button/components.tsx

@@ -104,7 +104,7 @@ function Button({
           isLarge ? "default" : size === "2xs" ? "mini" : "compact"
         }
       >
-        <div className="flex flex-row items-center gap-1 interactive-foreground">
+        <div className="flex flex-row items-center gap-1">
           {iconWrapper(Icon, size, !!children)}
 
           {labelEl}

web/lib/opal/src/components/buttons/filter-button/components.tsx

@@ -67,7 +67,7 @@ function FilterButton({
         state={active ? "selected" : "empty"}
       >
         <Interactive.Container type="button">
-          <div className="interactive-foreground flex flex-row items-center gap-1">
+          <div className="flex flex-row items-center gap-1">
             {iconWrapper(Icon, "lg", true)}
             <Text font="main-ui-action" color="inherit" nowrap>
               {children}

web/lib/opal/src/components/buttons/line-item-button/components.tsx

@@ -16,7 +16,7 @@ import * as TooltipPrimitive from "@radix-ui/react-tooltip";
 
 type ContentPassthroughProps = DistributiveOmit<
   ContentActionProps,
-  "paddingVariant" | "widthVariant" | "ref" | "withInteractive"
+  "paddingVariant" | "widthVariant" | "ref"
 >;
 
 type LineItemButtonOwnProps = Pick<
@@ -92,7 +92,6 @@ function LineItemButton({
       >
         <ContentAction
           {...(contentActionProps as ContentActionProps)}
-          withInteractive
           paddingVariant="fit"
         />
       </Interactive.Container>

web/lib/opal/src/components/buttons/open-button/components.tsx

@@ -132,7 +132,7 @@ function OpenButton({
       >
         <div
           className={cn(
-            "interactive-foreground flex flex-row items-center",
+            "flex flex-row items-center",
             justifyContent === "between" ? "w-full justify-between" : "gap-1",
             foldable &&
               justifyContent !== "between" &&

web/lib/opal/src/components/buttons/select-button/components.tsx

@@ -1,3 +1,5 @@
+"use client";
+
 import "@opal/components/buttons/select-button/styles.css";
 import {
   Interactive,
@@ -84,11 +86,13 @@ function SelectButton({
   const isLarge = size === "lg";
 
   const labelEl = children ? (
-    <span className="opal-select-button-label">
-      <Text font={isLarge ? "main-ui-body" : "secondary-body"} color="inherit">
-        {children}
-      </Text>
-    </span>
+    <Text
+      font={isLarge ? "main-ui-body" : "secondary-body"}
+      color="inherit"
+      nowrap
+    >
+      {children}
+    </Text>
   ) : null;
 
   const button = (
@@ -103,7 +107,7 @@ function SelectButton({
       >
         <div
           className={cn(
-            "opal-select-button interactive-foreground",
+            "opal-select-button",
             foldable && "interactive-foldable-host"
           )}
         >

web/lib/opal/src/components/buttons/select-button/styles.css

@@ -3,7 +3,3 @@
 .opal-select-button {
   @apply flex flex-row items-center gap-1;
 }
-
-.opal-select-button-label {
-  @apply whitespace-nowrap;
-}

web/lib/opal/src/components/pagination/components.tsx

@@ -390,14 +390,12 @@ function PaginationCount({
         <span className={textClasses(size, "muted")}>of</span>
         {totalItems}
         {units && (
-          <span className="ml-1">
-            <Text
-              color="inherit"
-              font={size === "sm" ? "secondary-body" : "main-ui-muted"}
-            >
-              {units}
-            </Text>
-          </span>
+          <Text
+            color="inherit"
+            font={size === "sm" ? "secondary-body" : "main-ui-muted"}
+          >
+            {units}
+          </Text>
         )}
       </span>
 

web/lib/opal/src/components/tag/components.tsx

@@ -1,5 +1,4 @@
 import "@opal/components/tag/styles.css";
-
 import type { IconFunctionComponent, RichStr } from "@opal/types";
 import { Text } from "@opal/components";
 import { cn } from "@opal/utils";
@@ -46,20 +45,22 @@ function Tag({ icon: Icon, title, color = "gray", size = "sm" }: TagProps) {
   const config = COLOR_CONFIG[color];
 
   return (
-    <div className={cn("opal-auxiliary-tag", config.bg)} data-size={size}>
+    <div
+      className={cn("opal-auxiliary-tag", config.bg, config.text)}
+      data-size={size}
+    >
       {Icon && (
         <div className="opal-auxiliary-tag-icon-container">
           <Icon className={cn("opal-auxiliary-tag-icon", config.text)} />
         </div>
       )}
-      <span className={cn("opal-auxiliary-tag-title px-[2px]", config.text)}>
-        <Text
-          font={size === "md" ? "secondary-body" : "figure-small-value"}
-          color="inherit"
-        >
-          {title}
-        </Text>
-      </span>
+      <Text
+        font={size === "md" ? "secondary-body" : "figure-small-value"}
+        color="inherit"
+        nowrap
+      >
+        {title}
+      </Text>
     </div>
   );
 }

web/lib/opal/src/components/text/InlineMarkdown.tsx

@@ -13,7 +13,9 @@ const SAFE_PROTOCOL = /^https?:|^mailto:|^tel:/i;
 const ALLOWED_ELEMENTS = ["p", "br", "a", "strong", "em", "code", "del"];
 
 const INLINE_COMPONENTS = {
-  p: ({ children }: { children?: ReactNode }) => <>{children}</>,
+  p: ({ children }: { children?: ReactNode }) => (
+    <span className="block">{children}</span>
+  ),
   a: ({ children, href }: { children?: ReactNode; href?: string }) => {
     if (!href || !SAFE_PROTOCOL.test(href)) {
       return <>{children}</>;

web/lib/opal/src/components/text/components.tsx

@@ -125,6 +125,7 @@ function Text({
   ...rest
 }: TextProps) {
   const resolvedClassName = cn(
+    "px-[2px]",
     FONT_CONFIG[font],
     COLOR_CONFIG[color],
     nowrap && "whitespace-nowrap",

web/lib/opal/src/core/index.ts

@@ -18,9 +18,11 @@ export {
 import { InteractiveStateless } from "@opal/core/interactive/stateless/components";
 import { InteractiveStateful } from "@opal/core/interactive/stateful/components";
 import { InteractiveContainer } from "@opal/core/interactive/container/components";
+import { InteractiveSimple } from "@opal/core/interactive/simple/components";
 import { Foldable } from "@opal/core/interactive/foldable/components";
 
 const Interactive = {
+  Simple: InteractiveSimple,
   Stateless: InteractiveStateless,
   Stateful: InteractiveStateful,
   Container: InteractiveContainer,
@@ -50,3 +52,5 @@ export type {
 } from "@opal/core/interactive/container/components";
 
 export type { FoldableProps } from "@opal/core/interactive/foldable/components";
+
+export type { InteractiveSimpleProps } from "@opal/core/interactive/simple/components";

web/lib/opal/src/core/interactive/Interactive.stories.tsx

@@ -9,7 +9,6 @@ const VARIANT_PROMINENCE_MAP: Record<string, string[]> = {
   default: ["primary", "secondary", "tertiary", "internal"],
   action: ["primary", "secondary", "tertiary", "internal"],
   danger: ["primary", "secondary", "tertiary", "internal"],
-  none: [],
 };
 
 const SIZE_VARIANTS = ["lg", "md", "sm", "xs", "2xs", "fit"] as const;
@@ -43,7 +42,7 @@ export const Default: StoryObj = {
         onClick={() => {}}
       >
         <Interactive.Container border>
-          <span className="interactive-foreground">Secondary</span>
+          <span>Secondary</span>
         </Interactive.Container>
       </Interactive.Stateless>
 
@@ -53,7 +52,7 @@ export const Default: StoryObj = {
         onClick={() => {}}
       >
         <Interactive.Container border>
-          <span className="interactive-foreground">Primary</span>
+          <span>Primary</span>
         </Interactive.Container>
       </Interactive.Stateless>
 
@@ -63,7 +62,7 @@ export const Default: StoryObj = {
         onClick={() => {}}
       >
         <Interactive.Container border>
-          <span className="interactive-foreground">Tertiary</span>
+          <span>Tertiary</span>
         </Interactive.Container>
       </Interactive.Stateless>
     </div>
@@ -115,9 +114,7 @@ export const VariantMatrix: StoryObj = {
                     onClick={() => {}}
                   >
                     <Interactive.Container border>
-                      <span className="interactive-foreground">
-                        {prominence}
-                      </span>
+                      <span>{prominence}</span>
                     </Interactive.Container>
                   </Interactive.Stateless>
                   <span
@@ -150,7 +147,7 @@ export const Sizes: StoryObj = {
           onClick={() => {}}
         >
           <Interactive.Container border heightVariant={size}>
-            <span className="interactive-foreground">{size}</span>
+            <span>{size}</span>
           </Interactive.Container>
         </Interactive.Stateless>
       ))}
@@ -168,7 +165,7 @@ export const WidthFull: StoryObj = {
         onClick={() => {}}
       >
         <Interactive.Container border widthVariant="full">
-          <span className="interactive-foreground">Full width container</span>
+          <span>Full width container</span>
         </Interactive.Container>
       </Interactive.Stateless>
     </div>
@@ -187,7 +184,7 @@ export const Rounding: StoryObj = {
           onClick={() => {}}
         >
           <Interactive.Container border roundingVariant={rounding}>
-            <span className="interactive-foreground">{rounding}</span>
+            <span>{rounding}</span>
           </Interactive.Container>
         </Interactive.Stateless>
       ))}
@@ -207,7 +204,7 @@ export const DisabledStory: StoryObj = {
           onClick={() => {}}
         >
           <Interactive.Container border>
-            <span className="interactive-foreground">Disabled</span>
+            <span>Disabled</span>
           </Interactive.Container>
         </Interactive.Stateless>
       </Disabled>
@@ -218,7 +215,7 @@ export const DisabledStory: StoryObj = {
         onClick={() => {}}
       >
         <Interactive.Container border>
-          <span className="interactive-foreground">Enabled</span>
+          <span>Enabled</span>
         </Interactive.Container>
       </Interactive.Stateless>
     </div>
@@ -236,7 +233,7 @@ export const Interaction: StoryObj = {
         onClick={() => {}}
       >
         <Interactive.Container border>
-          <span className="interactive-foreground">Forced hover</span>
+          <span>Forced hover</span>
         </Interactive.Container>
       </Interactive.Stateless>
 
@@ -247,7 +244,7 @@ export const Interaction: StoryObj = {
         onClick={() => {}}
       >
         <Interactive.Container border>
-          <span className="interactive-foreground">Forced active</span>
+          <span>Forced active</span>
         </Interactive.Container>
       </Interactive.Stateless>
 
@@ -257,7 +254,7 @@ export const Interaction: StoryObj = {
         onClick={() => {}}
       >
         <Interactive.Container border>
-          <span className="interactive-foreground">Normal (rest)</span>
+          <span>Normal (rest)</span>
         </Interactive.Container>
       </Interactive.Stateless>
     </div>
@@ -274,7 +271,7 @@ export const WithBorder: StoryObj = {
         onClick={() => {}}
       >
         <Interactive.Container border>
-          <span className="interactive-foreground">With border</span>
+          <span>With border</span>
         </Interactive.Container>
       </Interactive.Stateless>
 
@@ -284,7 +281,7 @@ export const WithBorder: StoryObj = {
         onClick={() => {}}
       >
         <Interactive.Container>
-          <span className="interactive-foreground">Without border</span>
+          <span>Without border</span>
         </Interactive.Container>
       </Interactive.Stateless>
     </div>
@@ -296,7 +293,7 @@ export const AsLink: StoryObj = {
   render: () => (
     <Interactive.Stateless variant="action" href="/settings">
       <Interactive.Container border>
-        <span className="interactive-foreground">Go to Settings</span>
+        <span>Go to Settings</span>
       </Interactive.Container>
     </Interactive.Stateless>
   ),
@@ -312,7 +309,7 @@ export const SelectVariant: StoryObj = {
         onClick={() => {}}
       >
         <Interactive.Container border>
-          <span className="interactive-foreground">Selected (light)</span>
+          <span>Selected (light)</span>
         </Interactive.Container>
       </Interactive.Stateful>
 
@@ -322,7 +319,7 @@ export const SelectVariant: StoryObj = {
         onClick={() => {}}
       >
         <Interactive.Container border>
-          <span className="interactive-foreground">Unselected (light)</span>
+          <span>Unselected (light)</span>
         </Interactive.Container>
       </Interactive.Stateful>
 
@@ -332,7 +329,7 @@ export const SelectVariant: StoryObj = {
         onClick={() => {}}
       >
         <Interactive.Container border>
-          <span className="interactive-foreground">Selected (heavy)</span>
+          <span>Selected (heavy)</span>
         </Interactive.Container>
       </Interactive.Stateful>
 
@@ -342,7 +339,7 @@ export const SelectVariant: StoryObj = {
         onClick={() => {}}
       >
         <Interactive.Container border>
-          <span className="interactive-foreground">Unselected (heavy)</span>
+          <span>Unselected (heavy)</span>
         </Interactive.Container>
       </Interactive.Stateful>
     </div>

web/lib/opal/src/core/interactive/shared.css

@@ -21,9 +21,10 @@
   --interactive-easing: ease-in-out;
 }
 
-/* Base interactive surface */
+/* Base interactive surface — sets color directly so all descendants inherit. */
 .interactive {
   @apply cursor-pointer select-none;
+  color: var(--interactive-foreground);
   transition:
     background-color var(--interactive-duration) var(--interactive-easing),
     --interactive-foreground var(--interactive-duration)
@@ -43,14 +44,8 @@
   @apply border;
 }
 
-/* Utility classes — descendants opt in to parent-controlled foreground color.
-   No transition here — the parent interpolates the variables directly. */
-.interactive-foreground {
-  color: var(--interactive-foreground);
-}
-
-/* Icon foreground — reads from --interactive-foreground-icon, which defaults
-   to --interactive-foreground via the variant CSS rules. */
+/* Icon foreground — reads from --interactive-foreground-icon, which may differ
+   from --interactive-foreground (e.g. muted icons beside normal text). */
 .interactive-foreground-icon {
   color: var(--interactive-foreground-icon);
 }

web/lib/opal/src/core/interactive/simple/components.tsx

@@ -0,0 +1,100 @@
+import React from "react";
+import { Slot } from "@radix-ui/react-slot";
+import { cn } from "@opal/utils";
+import { useDisabled } from "@opal/core/disabled/components";
+
+// ---------------------------------------------------------------------------
+// Types
+// ---------------------------------------------------------------------------
+
+interface InteractiveSimpleProps
+  extends Omit<
+    React.HTMLAttributes<HTMLElement>,
+    "className" | "style" | "color"
+  > {
+  ref?: React.Ref<HTMLElement>;
+
+  /**
+   * Tailwind group class (e.g. `"group/Card"`) for `group-hover:*` utilities.
+   */
+  group?: string;
+
+  /**
+   * URL to navigate to when clicked. Passed through Slot to the child.
+   */
+  href?: string;
+
+  /**
+   * Link target (e.g. `"_blank"`). Only used when `href` is provided.
+   */
+  target?: string;
+}
+
+// ---------------------------------------------------------------------------
+// InteractiveSimple
+// ---------------------------------------------------------------------------
+
+/**
+ * Minimal interactive surface primitive.
+ *
+ * Provides cursor styling, click handling, disabled integration, and
+ * optional link/group support — but **no color or background styling**.
+ *
+ * Use this for elements that need interactivity (click, cursor, disabled)
+ * without participating in the Interactive color system.
+ *
+ * Uses Radix `Slot` — merges props onto a single child element without
+ * adding any DOM node.
+ *
+ * @example
+ * ```tsx
+ * <Interactive.Simple onClick={handleClick} group="group/Card">
+ *   <Card>...</Card>
+ * </Interactive.Simple>
+ * ```
+ */
+function InteractiveSimple({
+  ref,
+  group,
+  href,
+  target,
+  ...props
+}: InteractiveSimpleProps) {
+  const { isDisabled, allowClick } = useDisabled();
+
+  const classes = cn(
+    "cursor-pointer select-none",
+    isDisabled && "cursor-not-allowed",
+    !props.onClick && !href && "!cursor-default !select-auto",
+    group
+  );
+
+  const { onClick, ...slotProps } = props;
+
+  const linkAttrs = href
+    ? {
+        href: isDisabled ? undefined : href,
+        target,
+        rel: target === "_blank" ? "noopener noreferrer" : undefined,
+      }
+    : {};
+
+  return (
+    <Slot
+      ref={ref}
+      className={classes}
+      aria-disabled={isDisabled || undefined}
+      {...linkAttrs}
+      {...slotProps}
+      onClick={
+        isDisabled && !allowClick
+          ? href
+            ? (e: React.MouseEvent) => e.preventDefault()
+            : undefined
+          : onClick
+      }
+    />
+  );
+}
+
+export { InteractiveSimple, type InteractiveSimpleProps };

web/lib/opal/src/core/interactive/stateful/components.tsx

@@ -15,7 +15,8 @@ type InteractiveStatefulVariant =
   | "select-heavy"
   | "select-tinted"
   | "select-filter"
-  | "sidebar";
+  | "sidebar-heavy"
+  | "sidebar-light";
 type InteractiveStatefulState = "empty" | "filled" | "selected";
 type InteractiveStatefulInteraction = "rest" | "hover" | "active";
 
@@ -33,7 +34,8 @@ interface InteractiveStatefulProps
    * - `"select-heavy"` — tinted selected background (for list rows, model pickers)
    * - `"select-tinted"` — like select-heavy but with a tinted rest background
    * - `"select-filter"` — like select-tinted for empty/filled; selected state uses inverted tint backgrounds and inverted text (for filter buttons)
-   * - `"sidebar"` — for sidebar navigation items
+   * - `"sidebar-heavy"` — sidebar navigation items: muted when unselected (text-03/text-02), bold when selected (text-04/text-03)
+   * - `"sidebar-light"` — sidebar navigation items: uniformly muted across all states (text-02/text-02)
    *
    * @default "select-heavy"
    */

web/lib/opal/src/core/interactive/stateful/styles.css

@@ -392,49 +392,115 @@
 }
 
 /* ===========================================================================
-   Sidebar
+   Sidebar-Heavy
+
+   Not selected: muted (text-03 / icon text-02)
+   Selected: default (text-04 / icon text-03)
    =========================================================================== */
 
 /* ---------------------------------------------------------------------------
-   Sidebar — Empty
+   Sidebar-Heavy — Empty
    --------------------------------------------------------------------------- */
-.interactive[data-interactive-variant="sidebar"][data-interactive-state="empty"] {
+.interactive[data-interactive-variant="sidebar-heavy"][data-interactive-state="empty"] {
   @apply bg-transparent;
+  --interactive-foreground: var(--text-03);
+  --interactive-foreground-icon: var(--text-02);
 }
-.interactive[data-interactive-variant="sidebar"][data-interactive-state="empty"]:hover:not(
+.interactive[data-interactive-variant="sidebar-heavy"][data-interactive-state="empty"]:hover:not(
     [data-disabled]
   ),
-.interactive[data-interactive-variant="sidebar"][data-interactive-state="empty"][data-interaction="hover"]:not(
+.interactive[data-interactive-variant="sidebar-heavy"][data-interactive-state="empty"][data-interaction="hover"]:not(
     [data-disabled]
   ) {
   @apply bg-background-tint-03;
 }
 
 /* ---------------------------------------------------------------------------
-   Sidebar — Filled
+   Sidebar-Heavy — Filled
    --------------------------------------------------------------------------- */
-.interactive[data-interactive-variant="sidebar"][data-interactive-state="filled"] {
+.interactive[data-interactive-variant="sidebar-heavy"][data-interactive-state="filled"] {
   @apply bg-transparent;
+  --interactive-foreground: var(--text-03);
+  --interactive-foreground-icon: var(--text-02);
 }
-.interactive[data-interactive-variant="sidebar"][data-interactive-state="filled"]:hover:not(
+.interactive[data-interactive-variant="sidebar-heavy"][data-interactive-state="filled"]:hover:not(
     [data-disabled]
   ),
-.interactive[data-interactive-variant="sidebar"][data-interactive-state="filled"][data-interaction="hover"]:not(
+.interactive[data-interactive-variant="sidebar-heavy"][data-interactive-state="filled"][data-interaction="hover"]:not(
     [data-disabled]
   ) {
   @apply bg-background-tint-03;
 }
 
 /* ---------------------------------------------------------------------------
-   Sidebar — Selected
+   Sidebar-Heavy — Selected
    --------------------------------------------------------------------------- */
-.interactive[data-interactive-variant="sidebar"][data-interactive-state="selected"] {
+.interactive[data-interactive-variant="sidebar-heavy"][data-interactive-state="selected"] {
   @apply bg-background-tint-00;
+  --interactive-foreground: var(--text-04);
+  --interactive-foreground-icon: var(--text-03);
 }
-.interactive[data-interactive-variant="sidebar"][data-interactive-state="selected"]:hover:not(
+.interactive[data-interactive-variant="sidebar-heavy"][data-interactive-state="selected"]:hover:not(
     [data-disabled]
   ),
-.interactive[data-interactive-variant="sidebar"][data-interactive-state="selected"][data-interaction="hover"]:not(
+.interactive[data-interactive-variant="sidebar-heavy"][data-interactive-state="selected"][data-interaction="hover"]:not(
+    [data-disabled]
+  ) {
+  @apply bg-background-tint-03;
+}
+
+/* ===========================================================================
+   Sidebar-Light
+
+   All states: prominence="muted-2x" colors (text-02 / icon text-02)
+   =========================================================================== */
+
+/* ---------------------------------------------------------------------------
+   Sidebar-Light — Empty
+   --------------------------------------------------------------------------- */
+.interactive[data-interactive-variant="sidebar-light"][data-interactive-state="empty"] {
+  @apply bg-transparent;
+  --interactive-foreground: var(--text-02);
+  --interactive-foreground-icon: var(--text-02);
+}
+.interactive[data-interactive-variant="sidebar-light"][data-interactive-state="empty"]:hover:not(
+    [data-disabled]
+  ),
+.interactive[data-interactive-variant="sidebar-light"][data-interactive-state="empty"][data-interaction="hover"]:not(
+    [data-disabled]
+  ) {
+  @apply bg-background-tint-03;
+}
+
+/* ---------------------------------------------------------------------------
+   Sidebar-Light — Filled
+   --------------------------------------------------------------------------- */
+.interactive[data-interactive-variant="sidebar-light"][data-interactive-state="filled"] {
+  @apply bg-transparent;
+  --interactive-foreground: var(--text-02);
+  --interactive-foreground-icon: var(--text-02);
+}
+.interactive[data-interactive-variant="sidebar-light"][data-interactive-state="filled"]:hover:not(
+    [data-disabled]
+  ),
+.interactive[data-interactive-variant="sidebar-light"][data-interactive-state="filled"][data-interaction="hover"]:not(
+    [data-disabled]
+  ) {
+  @apply bg-background-tint-03;
+}
+
+/* ---------------------------------------------------------------------------
+   Sidebar-Light — Selected
+   --------------------------------------------------------------------------- */
+.interactive[data-interactive-variant="sidebar-light"][data-interactive-state="selected"] {
+  @apply bg-background-tint-00;
+  --interactive-foreground: var(--text-02);
+  --interactive-foreground-icon: var(--text-02);
+}
+.interactive[data-interactive-variant="sidebar-light"][data-interactive-state="selected"]:hover:not(
+    [data-disabled]
+  ),
+.interactive[data-interactive-variant="sidebar-light"][data-interactive-state="selected"][data-interaction="hover"]:not(
     [data-disabled]
   ) {
   @apply bg-background-tint-03;

web/lib/opal/src/core/interactive/stateless/components.tsx

@@ -10,7 +10,7 @@ import type { ButtonType, WithoutStyles } from "@opal/types";
 // Types
 // ---------------------------------------------------------------------------
 
-type InteractiveStatelessVariant = "none" | "default" | "action" | "danger";
+type InteractiveStatelessVariant = "default" | "action" | "danger";
 type InteractiveStatelessProminence =
   | "primary"
   | "secondary"
@@ -108,8 +108,8 @@ function InteractiveStateless({
   );
 
   const dataAttrs = {
-    "data-interactive-variant": variant !== "none" ? variant : undefined,
-    "data-interactive-prominence": variant !== "none" ? prominence : undefined,
+    "data-interactive-variant": variant,
+    "data-interactive-prominence": prominence,
     "data-interaction": interaction !== "rest" ? interaction : undefined,
     "data-disabled": isDisabled ? "true" : undefined,
     "aria-disabled": isDisabled || undefined,

web/lib/opal/src/layouts/content/ContentLg.tsx

@@ -4,10 +4,8 @@ import { Button } from "@opal/components/buttons/button/components";
 import type { ContainerSizeVariants } from "@opal/types";
 import SvgEdit from "@opal/icons/edit";
 import type { IconFunctionComponent, RichStr } from "@opal/types";
-import {
-  resolveStr,
-  toPlainString,
-} from "@opal/components/text/InlineMarkdown";
+import { Text, type TextFont } from "@opal/components/text/components";
+import { toPlainString } from "@opal/components/text/InlineMarkdown";
 import { cn } from "@opal/utils";
 import { useState } from "react";
 
@@ -24,8 +22,8 @@ interface ContentLgPresetConfig {
   iconContainerPadding: string;
   /** Gap between icon container and content (CSS value). */
   gap: string;
-  /** Tailwind font class for the title. */
-  titleFont: string;
+  /** Opal font name for the title (without `font-` prefix). */
+  titleFont: TextFont;
   /** Title line-height — also used as icon container min-height (CSS value). */
   lineHeight: string;
   /** Button `size` prop for the edit button. Uses the shared `SizeVariant` scale. */
@@ -53,9 +51,6 @@ interface ContentLgProps {
   /** Size preset. Default: `"headline"`. */
   sizePreset?: ContentLgSizePreset;
 
-  /** When `true`, the title color hooks into `Interactive`'s `--interactive-foreground` variable. */
-  withInteractive?: boolean;
-
   /** Ref forwarded to the root `<div>`. */
   ref?: React.Ref<HTMLDivElement>;
 }
@@ -69,7 +64,7 @@ const CONTENT_LG_PRESETS: Record<ContentLgSizePreset, ContentLgPresetConfig> = {
     iconSize: "2rem",
     iconContainerPadding: "p-0.5",
     gap: "0.25rem",
-    titleFont: "font-heading-h2",
+    titleFont: "heading-h2",
     lineHeight: "2.25rem",
     editButtonSize: "md",
     editButtonPadding: "p-1",
@@ -78,7 +73,7 @@ const CONTENT_LG_PRESETS: Record<ContentLgSizePreset, ContentLgPresetConfig> = {
     iconSize: "1.25rem",
     iconContainerPadding: "p-1",
     gap: "0rem",
-    titleFont: "font-heading-h3-muted",
+    titleFont: "heading-h3-muted",
     lineHeight: "1.75rem",
     editButtonSize: "sm",
     editButtonPadding: "p-0.5",
@@ -96,7 +91,6 @@ function ContentLg({
   description,
   editable,
   onTitleChange,
-  withInteractive,
   ref,
 }: ContentLgProps) {
   const [editing, setEditing] = useState(false);
@@ -116,12 +110,7 @@ function ContentLg({
   }
 
   return (
-    <div
-      ref={ref}
-      className="opal-content-lg"
-      data-interactive={withInteractive || undefined}
-      style={{ gap: config.gap }}
-    >
+    <div ref={ref} className="opal-content-lg" style={{ gap: config.gap }}>
       {Icon && (
         <div
           className={cn(
@@ -142,14 +131,17 @@ function ContentLg({
           {editing ? (
             <div className="opal-content-lg-input-sizer">
               <span
-                className={cn("opal-content-lg-input-mirror", config.titleFont)}
+                className={cn(
+                  "opal-content-lg-input-mirror",
+                  `font-${config.titleFont}`
+                )}
               >
                 {editValue || "\u00A0"}
               </span>
               <input
                 className={cn(
                   "opal-content-lg-input",
-                  config.titleFont,
+                  `font-${config.titleFont}`,
                   "text-text-04"
                 )}
                 value={editValue}
@@ -169,19 +161,15 @@ function ContentLg({
               />
             </div>
           ) : (
-            <span
-              className={cn(
-                "opal-content-lg-title",
-                config.titleFont,
-                "text-text-04",
-                editable && "cursor-pointer"
-              )}
-              onClick={editable ? startEditing : undefined}
-              style={{ height: config.lineHeight }}
+            <Text
+              font={config.titleFont}
+              color="inherit"
+              maxLines={1}
               title={toPlainString(title)}
+              onClick={editable ? startEditing : undefined}
             >
-              {resolveStr(title)}
-            </span>
+              {title}
+            </Text>
           )}
 
           {editable && !editing && (
@@ -204,8 +192,10 @@ function ContentLg({
         </div>
 
         {description && toPlainString(description) && (
-          <div className="opal-content-lg-description font-secondary-body text-text-03">
-            {resolveStr(description)}
+          <div className="opal-content-lg-description">
+            <Text font="secondary-body" color="text-03" as="p">
+              {description}
+            </Text>
           </div>
         )}
       </div>

web/lib/opal/src/layouts/content/ContentMd.tsx

@@ -8,10 +8,8 @@ import SvgAlertTriangle from "@opal/icons/alert-triangle";
 import SvgEdit from "@opal/icons/edit";
 import SvgXOctagon from "@opal/icons/x-octagon";
 import type { IconFunctionComponent, RichStr } from "@opal/types";
-import {
-  resolveStr,
-  toPlainString,
-} from "@opal/components/text/InlineMarkdown";
+import { Text, type TextFont } from "@opal/components/text/components";
+import { toPlainString } from "@opal/components/text/InlineMarkdown";
 import { cn } from "@opal/utils";
 import { useRef, useState } from "react";
 
@@ -23,16 +21,18 @@ type ContentMdSizePreset = "main-content" | "main-ui" | "secondary";
 
 type ContentMdAuxIcon = "info-gray" | "info-blue" | "warning" | "error";
 
+type ContentMdSuffix = "optional" | (string & {});
+
 interface ContentMdPresetConfig {
   iconSize: string;
   iconContainerPadding: string;
   iconColorClass: string;
-  titleFont: string;
+  titleFont: TextFont;
   lineHeight: string;
   /** Button `size` prop for the edit button. Uses the shared `SizeVariant` scale. */
   editButtonSize: ContainerSizeVariants;
   editButtonPadding: string;
-  optionalFont: string;
+  optionalFont: TextFont;
   /** Aux icon size = lineHeight − 2 × p-0.5. */
   auxIconSize: string;
   /** Left indent for the description so it aligns with the title (past the icon). */
@@ -55,11 +55,11 @@ interface ContentMdProps {
   /** Called when the user commits an edit. */
   onTitleChange?: (newTitle: string) => void;
 
-  /** When `true`, renders "(Optional)" beside the title. */
-  optional?: boolean;
-
-  /** Custom muted suffix rendered beside the title. */
-  titleSuffix?: string;
+  /**
+   * Muted suffix rendered beside the title.
+   * Use `"optional"` for the standard "(Optional)" label, or pass any string.
+   */
+  suffix?: ContentMdSuffix;
 
   /** Auxiliary status icon rendered beside the title. */
   auxIcon?: ContentMdAuxIcon;
@@ -70,9 +70,6 @@ interface ContentMdProps {
   /** Size preset. Default: `"main-ui"`. */
   sizePreset?: ContentMdSizePreset;
 
-  /** When `true`, the title color hooks into `Interactive`'s `--interactive-foreground` variable. */
-  withInteractive?: boolean;
-
   /** Ref forwarded to the root `<div>`. */
   ref?: React.Ref<HTMLDivElement>;
 }
@@ -86,11 +83,11 @@ const CONTENT_MD_PRESETS: Record<ContentMdSizePreset, ContentMdPresetConfig> = {
     iconSize: "1rem",
     iconContainerPadding: "p-1",
     iconColorClass: "text-text-04",
-    titleFont: "font-main-content-emphasis",
+    titleFont: "main-content-emphasis",
     lineHeight: "1.5rem",
     editButtonSize: "sm",
     editButtonPadding: "p-0",
-    optionalFont: "font-main-content-muted",
+    optionalFont: "main-content-muted",
     auxIconSize: "1.25rem",
     descriptionIndent: "1.625rem",
   },
@@ -98,11 +95,11 @@ const CONTENT_MD_PRESETS: Record<ContentMdSizePreset, ContentMdPresetConfig> = {
     iconSize: "1rem",
     iconContainerPadding: "p-0.5",
     iconColorClass: "text-text-03",
-    titleFont: "font-main-ui-action",
+    titleFont: "main-ui-action",
     lineHeight: "1.25rem",
     editButtonSize: "xs",
     editButtonPadding: "p-0",
-    optionalFont: "font-main-ui-muted",
+    optionalFont: "main-ui-muted",
     auxIconSize: "1rem",
     descriptionIndent: "1.375rem",
   },
@@ -110,11 +107,11 @@ const CONTENT_MD_PRESETS: Record<ContentMdSizePreset, ContentMdPresetConfig> = {
     iconSize: "0.75rem",
     iconContainerPadding: "p-0.5",
     iconColorClass: "text-text-04",
-    titleFont: "font-secondary-action",
+    titleFont: "secondary-action",
     lineHeight: "1rem",
     editButtonSize: "2xs",
     editButtonPadding: "p-0",
-    optionalFont: "font-secondary-action",
+    optionalFont: "secondary-action",
     auxIconSize: "0.75rem",
     descriptionIndent: "1.125rem",
   },
@@ -140,12 +137,10 @@ function ContentMd({
   description,
   editable,
   onTitleChange,
-  optional,
-  titleSuffix,
+  suffix,
   auxIcon,
   tag,
   sizePreset = "main-ui",
-  withInteractive,
   ref,
 }: ContentMdProps) {
   const [editing, setEditing] = useState(false);
@@ -166,11 +161,7 @@ function ContentMd({
   }
 
   return (
-    <div
-      ref={ref}
-      className="opal-content-md"
-      data-interactive={withInteractive || undefined}
-    >
+    <div ref={ref} className="opal-content-md">
       <div
         className="opal-content-md-header"
         data-editing={editing || undefined}
@@ -194,7 +185,10 @@ function ContentMd({
           {editing ? (
             <div className="opal-content-md-input-sizer">
               <span
-                className={cn("opal-content-md-input-mirror", config.titleFont)}
+                className={cn(
+                  "opal-content-md-input-mirror",
+                  `font-${config.titleFont}`
+                )}
               >
                 {editValue || "\u00A0"}
               </span>
@@ -202,7 +196,7 @@ function ContentMd({
                 ref={inputRef}
                 className={cn(
                   "opal-content-md-input",
-                  config.titleFont,
+                  `font-${config.titleFont}`,
                   "text-text-04"
                 )}
                 value={editValue}
@@ -222,28 +216,21 @@ function ContentMd({
               />
             </div>
           ) : (
-            <span
-              className={cn(
-                "opal-content-md-title",
-                config.titleFont,
-                "text-text-04",
-                editable && "cursor-pointer"
-              )}
+            <Text
+              font={config.titleFont}
+              color="inherit"
+              maxLines={1}
               title={toPlainString(title)}
               onClick={editable ? startEditing : undefined}
-              style={{ height: config.lineHeight }}
             >
-              {resolveStr(title)}
-            </span>
+              {title}
+            </Text>
           )}
 
-          {(optional || titleSuffix) && (
-            <span
-              className={cn(config.optionalFont, "text-text-03 shrink-0")}
-              style={{ height: config.lineHeight }}
-            >
-              {titleSuffix ?? "(Optional)"}
-            </span>
+          {suffix && (
+            <Text font={config.optionalFont} color="text-03">
+              {suffix === "optional" ? "(Optional)" : suffix}
+            </Text>
           )}
 
           {auxIcon &&
@@ -289,10 +276,12 @@ function ContentMd({
 
       {description && toPlainString(description) && (
         <div
-          className="opal-content-md-description font-secondary-body text-text-03"
+          className="opal-content-md-description"
           style={Icon ? { paddingLeft: config.descriptionIndent } : undefined}
         >
-          {resolveStr(description)}
+          <Text font="secondary-body" color="text-03" as="p">
+            {description}
+          </Text>
         </div>
       )}
     </div>
@@ -303,5 +292,6 @@ export {
   ContentMd,
   type ContentMdProps,
   type ContentMdSizePreset,
+  type ContentMdSuffix,
   type ContentMdAuxIcon,
 };

web/lib/opal/src/layouts/content/ContentSm.tsx

@@ -1,10 +1,8 @@
 "use client";
 
 import type { IconFunctionComponent, RichStr } from "@opal/types";
-import {
-  resolveStr,
-  toPlainString,
-} from "@opal/components/text/InlineMarkdown";
+import { Text, type TextFont } from "@opal/components/text/components";
+import { toPlainString } from "@opal/components/text/InlineMarkdown";
 import { cn } from "@opal/utils";
 
 // ---------------------------------------------------------------------------
@@ -13,15 +11,15 @@ import { cn } from "@opal/utils";
 
 type ContentSmSizePreset = "main-content" | "main-ui" | "secondary";
 type ContentSmOrientation = "vertical" | "inline" | "reverse";
-type ContentSmProminence = "default" | "muted" | "muted-2x";
+type ContentSmProminence = "default" | "muted";
 
 interface ContentSmPresetConfig {
   /** Icon width/height (CSS value). */
   iconSize: string;
   /** Tailwind padding class for the icon container. */
   iconContainerPadding: string;
-  /** Tailwind font class for the title. */
-  titleFont: string;
+  /** Font preset for the title. */
+  titleFont: TextFont;
   /** Title line-height — also used as icon container min-height (CSS value). */
   lineHeight: string;
   /** Gap between icon container and title (CSS value). */
@@ -45,9 +43,6 @@ interface ContentSmProps {
   /** Title prominence. Default: `"default"`. */
   prominence?: ContentSmProminence;
 
-  /** When `true`, the title color hooks into `Interactive`'s `--interactive-foreground` variable. */
-  withInteractive?: boolean;
-
   /** Ref forwarded to the root `<div>`. */
   ref?: React.Ref<HTMLDivElement>;
 }
@@ -60,21 +55,21 @@ const CONTENT_SM_PRESETS: Record<ContentSmSizePreset, ContentSmPresetConfig> = {
   "main-content": {
     iconSize: "1rem",
     iconContainerPadding: "p-1",
-    titleFont: "font-main-content-body",
+    titleFont: "main-content-body",
     lineHeight: "1.5rem",
     gap: "0.125rem",
   },
   "main-ui": {
     iconSize: "1rem",
     iconContainerPadding: "p-0.5",
-    titleFont: "font-main-ui-action",
+    titleFont: "main-ui-action",
     lineHeight: "1.25rem",
     gap: "0.25rem",
   },
   secondary: {
     iconSize: "0.75rem",
     iconContainerPadding: "p-0.5",
-    titleFont: "font-secondary-action",
+    titleFont: "secondary-action",
     lineHeight: "1rem",
     gap: "0.125rem",
   },
@@ -90,7 +85,6 @@ function ContentSm({
   sizePreset = "main-ui",
   orientation = "inline",
   prominence = "default",
-  withInteractive,
   ref,
 }: ContentSmProps) {
   const config = CONTENT_SM_PRESETS[sizePreset];
@@ -101,7 +95,6 @@ function ContentSm({
       className="opal-content-sm"
       data-orientation={orientation}
       data-prominence={prominence}
-      data-interactive={withInteractive || undefined}
       style={{ gap: config.gap }}
     >
       {Icon && (
@@ -119,13 +112,14 @@ function ContentSm({
         </div>
       )}
 
-      <span
-        className={cn("opal-content-sm-title", config.titleFont)}
-        style={{ height: config.lineHeight }}
+      <Text
+        font={config.titleFont}
+        color="inherit"
+        maxLines={1}
         title={toPlainString(title)}
       >
-        {resolveStr(title)}
-      </span>
+        {title}
+      </Text>
     </div>
   );
 }

web/lib/opal/src/layouts/content/ContentXl.tsx

@@ -4,10 +4,8 @@ import { Button } from "@opal/components/buttons/button/components";
 import type { ContainerSizeVariants } from "@opal/types";
 import SvgEdit from "@opal/icons/edit";
 import type { IconFunctionComponent, RichStr } from "@opal/types";
-import {
-  resolveStr,
-  toPlainString,
-} from "@opal/components/text/InlineMarkdown";
+import { Text, type TextFont } from "@opal/components/text/components";
+import { toPlainString } from "@opal/components/text/InlineMarkdown";
 import { cn } from "@opal/utils";
 import { useState } from "react";
 
@@ -30,8 +28,8 @@ interface ContentXlPresetConfig {
   moreIcon2Size: string;
   /** Tailwind padding class for the more-icon-2 container. */
   moreIcon2ContainerPadding: string;
-  /** Tailwind font class for the title. */
-  titleFont: string;
+  /** Opal font name for the title (without `font-` prefix). */
+  titleFont: TextFont;
   /** Title line-height — also used as icon container min-height (CSS value). */
   lineHeight: string;
   /** Button `size` prop for the edit button. Uses the shared `SizeVariant` scale. */
@@ -65,9 +63,6 @@ interface ContentXlProps {
   /** Optional tertiary icon rendered in the icon row. */
   moreIcon2?: IconFunctionComponent;
 
-  /** When `true`, the title color hooks into `Interactive`'s `--interactive-foreground` variable. */
-  withInteractive?: boolean;
-
   /** Ref forwarded to the root `<div>`. */
   ref?: React.Ref<HTMLDivElement>;
 }
@@ -84,7 +79,7 @@ const CONTENT_XL_PRESETS: Record<ContentXlSizePreset, ContentXlPresetConfig> = {
     moreIcon1ContainerPadding: "p-0.5",
     moreIcon2Size: "2rem",
     moreIcon2ContainerPadding: "p-0.5",
-    titleFont: "font-heading-h2",
+    titleFont: "heading-h2",
     lineHeight: "2.25rem",
     editButtonSize: "md",
     editButtonPadding: "p-1",
@@ -96,7 +91,7 @@ const CONTENT_XL_PRESETS: Record<ContentXlSizePreset, ContentXlPresetConfig> = {
     moreIcon1ContainerPadding: "p-0.5",
     moreIcon2Size: "1.5rem",
     moreIcon2ContainerPadding: "p-0.5",
-    titleFont: "font-heading-h3",
+    titleFont: "heading-h3",
     lineHeight: "1.75rem",
     editButtonSize: "sm",
     editButtonPadding: "p-0.5",
@@ -116,7 +111,6 @@ function ContentXl({
   onTitleChange,
   moreIcon1: MoreIcon1,
   moreIcon2: MoreIcon2,
-  withInteractive,
   ref,
 }: ContentXlProps) {
   const [editing, setEditing] = useState(false);
@@ -136,11 +130,7 @@ function ContentXl({
   }
 
   return (
-    <div
-      ref={ref}
-      className="opal-content-xl"
-      data-interactive={withInteractive || undefined}
-    >
+    <div ref={ref} className="opal-content-xl">
       {(Icon || MoreIcon1 || MoreIcon2) && (
         <div className="opal-content-xl-icon-row">
           {Icon && (
@@ -199,14 +189,17 @@ function ContentXl({
           {editing ? (
             <div className="opal-content-xl-input-sizer">
               <span
-                className={cn("opal-content-xl-input-mirror", config.titleFont)}
+                className={cn(
+                  "opal-content-xl-input-mirror",
+                  `font-${config.titleFont}`
+                )}
               >
                 {editValue || "\u00A0"}
               </span>
               <input
                 className={cn(
                   "opal-content-xl-input",
-                  config.titleFont,
+                  `font-${config.titleFont}`,
                   "text-text-04"
                 )}
                 value={editValue}
@@ -226,19 +219,15 @@ function ContentXl({
               />
             </div>
           ) : (
-            <span
-              className={cn(
-                "opal-content-xl-title",
-                config.titleFont,
-                "text-text-04",
-                editable && "cursor-pointer"
-              )}
-              onClick={editable ? startEditing : undefined}
-              style={{ height: config.lineHeight }}
+            <Text
+              font={config.titleFont}
+              color="inherit"
+              maxLines={1}
               title={toPlainString(title)}
+              onClick={editable ? startEditing : undefined}
             >
-              {resolveStr(title)}
-            </span>
+              {title}
+            </Text>
           )}
 
           {editable && !editing && (
@@ -261,8 +250,10 @@ function ContentXl({
         </div>
 
         {description && toPlainString(description) && (
-          <div className="opal-content-xl-description font-secondary-body text-text-03">
-            {resolveStr(description)}
+          <div className="opal-content-xl-description">
+            <Text font="secondary-body" color="text-03" as="p">
+              {description}
+            </Text>
           </div>
         )}
       </div>

web/lib/opal/src/layouts/content/components.tsx

@@ -1,39 +1,3 @@
-// ---------------------------------------------------------------------------
-// NOTE (@raunakab): Why Content uses resolveStr() instead of <Text>
-//
-// Content sub-components (ContentXl, ContentLg, ContentMd, ContentSm) render
-// titles and descriptions inside styled <span> elements that carry CSS classes
-// (e.g., `.opal-content-md-title`) for:
-//
-//   1. Truncation — `-webkit-box` + `-webkit-line-clamp` for single-line
-//      clamping with ellipsis. This requires the text to be a DIRECT child
-//      of the `-webkit-box` element. Wrapping it in a child <span> (which
-//      is what <Text> renders) breaks the clamping behavior.
-//
-//   2. Pixel-exact sizing — the wrapper <span> has an explicit `height`
-//      matching the font's `line-height`. Adding a child <Text> <span>
-//      inside creates a double-span where the inner element's line-height
-//      conflicts with the outer element's height, causing a ~4px vertical
-//      offset.
-//
-//   3. Interactive color overrides — CSS selectors like
-//      `.opal-content-md[data-interactive] .opal-content-md-title` set
-//      `color: var(--interactive-foreground)`. <Text> with `color="inherit"`
-//      can inherit this, but <Text> with any explicit color prop overrides
-//      it. And the wrapper <span> needs the CSS class for the selector to
-//      match — removing it breaks the cascade.
-//
-//   4. Horizontal padding — the title CSS class applies `padding: 0 0.125rem`
-//      (2px). Since <Text> uses WithoutStyles (no className/style), this
-//      padding cannot be applied to <Text> directly. A wrapper <div> was
-//      attempted but introduced additional layout conflicts.
-//
-// For these reasons, Content uses `resolveStr()` from InlineMarkdown.tsx to
-// handle `string | RichStr` rendering. `resolveStr()` returns a ReactNode
-// that slots directly into the existing single <span> — no extra wrapper,
-// no layout conflicts, pixel-exact match with main.
-// ---------------------------------------------------------------------------
-
 import "@opal/layouts/content/styles.css";
 import {
   ContentSm,
@@ -98,9 +62,6 @@ interface ContentBaseProps {
    */
   widthVariant?: ExtremaSizeVariants;
 
-  /** When `true`, the title color hooks into `Interactive.Stateful`/`Interactive.Stateless`'s `--interactive-foreground` variable. */
-  withInteractive?: boolean;
-
   /** Ref forwarded to the root `<div>` of the resolved layout. */
   ref?: React.Ref<HTMLDivElement>;
 }
@@ -130,10 +91,8 @@ type LgContentProps = ContentBaseProps & {
 type MdContentProps = ContentBaseProps & {
   sizePreset: "main-content" | "main-ui" | "secondary";
   variant?: "section";
-  /** When `true`, renders "(Optional)" beside the title in the muted font variant. */
-  optional?: boolean;
-  /** Custom muted suffix rendered beside the title. */
-  titleSuffix?: string;
+  /** Muted suffix rendered beside the title. Use `"optional"` for "(Optional)". */
+  suffix?: "optional" | (string & {});
   /** Auxiliary status icon rendered beside the title. */
   auxIcon?: "info-gray" | "info-blue" | "warning" | "error";
   /** Tag rendered beside the title. */
@@ -168,7 +127,6 @@ function Content(props: ContentProps) {
     sizePreset = "headline",
     variant = "heading",
     widthVariant = "full",
-    withInteractive,
     ref,
     ...rest
   } = props;
@@ -181,7 +139,6 @@ function Content(props: ContentProps) {
       layout = (
         <ContentXl
           sizePreset={sizePreset}
-          withInteractive={withInteractive}
           ref={ref}
           {...(rest as Omit<ContentXlProps, "sizePreset">)}
         />
@@ -190,7 +147,6 @@ function Content(props: ContentProps) {
       layout = (
         <ContentLg
           sizePreset={sizePreset}
-          withInteractive={withInteractive}
           ref={ref}
           {...(rest as Omit<ContentLgProps, "sizePreset">)}
         />
@@ -204,7 +160,6 @@ function Content(props: ContentProps) {
     layout = (
       <ContentMd
         sizePreset={sizePreset}
-        withInteractive={withInteractive}
         ref={ref}
         {...(rest as Omit<ContentMdProps, "sizePreset">)}
       />
@@ -216,7 +171,6 @@ function Content(props: ContentProps) {
     layout = (
       <ContentSm
         sizePreset={sizePreset}
-        withInteractive={withInteractive}
         ref={ref}
         {...(rest as Omit<
           React.ComponentProps<typeof ContentSm>,