## Summary
Adds a process-wide cache for three hot database queries in `chatd` that
were hitting Postgres on **every chat turn** despite returning
rarely-changing configuration data:
| Query | Before (50k turns) | After | Reduction |
|---|---|---|---|
| `GetEnabledChatProviders` | ~98.6k calls | ~500-1000 | ~99% |
| `GetChatModelConfigByID` | ~49.2k calls | ~500-1000 | ~98% |
| `GetUserChatCustomPrompt` | ~46.7k calls | ~1000-2000 | ~97% |
These were identified via `coder exp scaletest chat` (5000 concurrent
chats × 10 turns) as the dominant source of Postgres load during chat
processing.
## Design
Follows the established **webpush subscription cache pattern**
(`coderd/webpush/webpush.go`):
- `sync.RWMutex` + `tailscale.com/util/singleflight` (generic) +
generation-based stale prevention + TTL
- 10s TTL for provider/model config, 5s TTL for user prompts
- Negative caching for `sql.ErrNoRows` on user prompts (the common case
— most users don't set custom prompts)
- Deep-clones `ChatModelConfig.Options` (`json.RawMessage` = `[]byte`)
on both store and read paths
### Invalidation
Single pubsub channel (`chat:config_change`) with kind discriminator for
cross-replica cache invalidation. Seven publish points in
`coderd/chats.go` cover all admin mutation endpoints
(create/update/delete for providers and model configs, put for user
prompts).
_This PR was generated with mux and was reviewed by a human_
## Summary
This change removes the steady-state "resolve the latest workspace
agent" query from chat execution.
Instead of asking the database for the latest build's agent on every
turn, a chat now persists the workspace/build/agent binding it actually
uses and reuses that binding across subsequent turns. The common path
becomes "load the bound agent by ID and dial it", with fallback paths to
repair the binding when it is missing, stale, or intentionally changed.
## What changes
- add `workspace_id`, `build_id`, and `agent_id` binding fields to
`chats`
- expose those fields through the chat API / SDK so the execution
context is explicit
- load the persisted binding first in chatd, instead of always resolving
the latest build's agent
- persist a refreshed binding when chatd has to re-resolve the workspace
agent
- keep child / subagent chats on the same bound workspace context by
inheriting the parent binding
- leave `build_id` / `agent_id` unset for flows like `create_workspace`,
then bind them lazily on the next agent-backed turn
## Runtime behavior
The binding is treated as an optimistic cache of the agent a chat should
use:
- if the bound agent still exists and dials successfully, we use it
without a latest-build lookup
- if the bound agent is missing or no longer reachable, chatd
re-resolves against the latest build and persists the new binding
- if a workspace mutation changes the chat's target workspace, the
binding is updated as part of that mutation
To avoid reintroducing a hot-path query, dialing uses lazy validation:
- start dialing the cached agent immediately
- only validate against the latest build if the dial is still pending
after a short delay
- if validation finds a different agent, cancel the stale dial, switch
to the current agent, and persist the repaired binding
## Result
The hot path stops issuing
`GetWorkspaceAgentsInLatestBuildByWorkspaceID` for every user message,
which is the source of the DB pressure this PR is addressing. At the
same time, chats still converge to the correct workspace agent when the
binding becomes stale due to rebuilds or explicit workspace changes.
Problem: previously, the deployment-wide chat template allowlist was never actually wired in from `chatd.go`
- Extracts `parseChatTemplateAllowlist` into shared `coderd/util/xjson.ParseUUIDList`
- Adds `Server.chatTemplateAllowlist()` method that reads the allowlist from DB
- Passes `AllowedTemplateIDs` callback to `ListTemplates`, `ReadTemplate`, and `CreateWorkspace` tool constructors
> 🤖 Created by Coder Agents and reviewed by a human.
## Summary
Adds a general-purpose `map[string]string` label system to chats, stored
as jsonb with a GIN index for efficient containment queries.
This is a standalone foundational feature that will be used by the
upcoming Automations feature for session identity (matching webhook
events to existing chats), replacing the need for bespoke session-key
tables.
## Changes
### Database
- **Migration 000451**: Adds `labels jsonb NOT NULL DEFAULT '{}'` column
to `chats` table with a GIN index (`idx_chats_labels`)
- **`InsertChat`**: Accepts labels on creation via `COALESCE(@labels,
'{}')`
- **`UpdateChatByID`**: Supports partial update —
`COALESCE(sqlc.narg('labels'), labels)` preserves existing labels when
NULL is passed
- **`GetChats`**: New `has_labels` filter using PostgreSQL `@>`
containment operator
- **`GetAuthorizedChats`**: Synced with generated `GetChats` (new column
scan + query param)
### API
- **Create chat** (`POST /chats`): Accepts optional `labels` field,
validated before creation
- **Update chat** (`PATCH /chats/{chat}`): Supports `labels` field for
atomic label replacement
- **List chats** (`GET /chats`): Supports `?label=key:value` query
parameters (multiple are AND-ed)
### SDK
- `Chat`, `CreateChatRequest`, `UpdateChatRequest`, `ListChatsOptions`
all gain `Labels` fields
- `UpdateChatRequest.Labels` is a pointer (`*map[string]string`) so
`nil` means "don't change" vs empty map means "clear all"
### Validation (`coderd/httpapi/labels.go`)
- Max 50 labels per chat
- Key: 1–64 chars, must match `[a-zA-Z0-9][a-zA-Z0-9._/-]*` (supports
namespaced keys like `github.repo`, `automation/pr-number`)
- Value: 1–256 chars
- 13 test cases covering all edge cases
### Chat runtime
- `chatd.CreateOptions` gains `Labels` field, threaded through to
`InsertChat`
- Existing `UpdateChatByID` callers (e.g., quickgen title updates) are
unaffected — NULL labels preserve existing values via COALESCE
We had a bug where computer use base64-encoded screenshots would not be
interpreted as screenshots anymore once saved to the db, loaded back
into memory, and sent to Anthropic. Instead, they would be interpreted
as regular text. Once a computer use agent made enough screenshots and
stopped, and you tried sending it another message, you'd get an out of
context error:
<img width="808" height="367" alt="Screenshot 2026-03-23 at 12 02 54"
src="https://github.com/user-attachments/assets/f0bf6be2-4863-47ca-a7a9-9e6d9dfceeed"
/>
This PR fixes that.
## Summary
Introduces a new `context-file` ChatMessagePart type for persisting
workspace instruction files (AGENTS.md) as durable, frontend-visible
message parts. This is the foundation for showing loaded context files
in the chat input's context indicator tooltip.
### Problem
Previously, instruction files were resolved transiently on every turn
via `resolveInstructions()` → `InsertSystem()` and injected into the
in-memory prompt without persistence. The frontend had no knowledge that
instruction files were loaded into context, and there was no way to
surface this information to users.
### Solution
Instruction files are now read **once** when a workspace is first
attached to a chat (matching how [openai/codex handles
it](https://developers.openai.com/codex/guides/agents-md)) and persisted
as `user`-role, `both`-visibility message parts with a new
`context-file` type. This ensures:
- **Durability**: survives page refresh (data is in the DB, returned by
`getChatMessages`)
- **Cache-friendly**: `user`-role avoids the system-message hoisting
that providers do, keeping the instruction content in a stable position
for prompt caching
- **Frontend-visible**: the frontend receives paths and truncation
status for future context indicator rendering
- **Extensible**: the same pattern works for Skills (future)
### Key changes
| Layer | Change |
|---|---|
| **SDK** (`codersdk/chats.go`) | Add `ChatMessagePartTypeContextFile`
with `context_file_path`, `context_file_content` (internal, stripped
from API), `context_file_truncated` fields |
| **Prompt expansion** (`chatprompt`) | Expand `context-file` parts to
`<workspace-context>` text blocks in `partsToMessageParts()` |
| **Chat engine** (`chatd.go`) | Add `persistInstructionFiles()`, called
on first turn with a workspace. Remove per-turn `resolveInstructions()`
+ `InsertSystem()` from `processChat()` and `ReloadMessages` |
| **Frontend** | Ignore `context-file` parts in `messageParsing.ts` and
`streamState.ts` (no rendering yet — follow-up will add tooltip display)
|
### How it works
1. On each turn, `processChat` checks if any loaded message contains
`context-file` parts
2. If not (first turn with a workspace), reads AGENTS.md files via the
workspace agent connection and persists them
3. For this first turn, also injects the instruction text into the
prompt (since messages were loaded before persistence)
4. On all subsequent turns, `ConvertMessagesWithFiles()` encounters the
persisted `context-file` parts and expands them into text automatically
— no extra resolution needed
- Stores a deployment-wide agents template allowlist in `site_configs`
(`agents_template_allowlist`)
- Adds `GET/PUT /api/experimental/chats/config/template-allowlist`
endpoints
- Filters `list_templates`, `read_template`, and `create_workspace` chat
tools by allowlist, if defined (empty=all allowed)
- Add "Templates" admin settings tab in Agents UI ([what it looks
like](https://624de63c6aacee003aa84340-sitjilsyrr.chromatic.com/?path=/story/pages-agentspage-agentsettingspageview--template-allowlist))
> 🤖 This PR was created with the help of Coder Agents, and has been
reviewed by my human. 🧑💻
- Add `SanitizePromptText` stripping ~24 invisible Unicode codepoints
and collapsing excessive newlines
- Apply at write and read paths for defense-in-depth
- Frontend: warn in both prompt textareas when invisible characters
detected
- Explicit codepoint list (not blanket `unicode.Cf`) to avoid breaking
flag emoji
- 34 Go tests + idempotency meta-test, 11 TS unit tests, 4 Storybook
stories
> This PR was created with the help of Coder Agents, and was reviewed by my human.
- Add `X-Coder-Owner-Id`, `X-Coder-Chat-Id`, `X-Coder-Subchat-Id`,
`X-Coder-Workspace-Id` headers to all outgoing LLM API requests from
chatd
- Extend `ModelFromConfig` with `extraHeaders` param, forwarded via
Fantasy `WithHeaders` on all 8 providers
- Add `CoderHeaders(database.Chat)` helper to build the header map from
chat state
- Update all 4 `ModelFromConfig` call sites (resolveChatModel,
computer-use override, title gen, push summary)
- Thread `database.Chat` into `generatePushSummary` (was `chatTitle
string`)
- Tests: `TestCoderHeaders` (4 subtests),
`TestModelFromConfig_ExtraHeaders` (OpenAI + Anthropic),
`TestModelFromConfig_NilExtraHeaders`
- Refactor existing `TestModelFromConfig_UserAgent` to use channel-based
signaling
> 🤖 This PR was generated by Coder Agents and self-reviewed by a human.
create_workspace could create a replacement workspace after a single 5s
agent dial failed, even when the existing workspace agent had recently
checked in. That made temporary reachability blips look like dead
workspaces and let chatd replace a running workspace too aggressively.
Use the workspace agent's DB-backed status with the deployment's
AgentInactiveDisconnectTimeout before allowing replacement. Recently
connected and still-connecting agents now reuse the existing workspace,
while disconnected or timed-out agents still allow a new workspace. This
also threads the inactivity timeout through chatd and adds focused
coverage for the reuse and replacement branches.
> **PR Stack**
> 1. #23351 ← `#23282`
> 2. #23282 ← `#23275`
> 3. **#23275** ← `#23349` *(you are here)*
> 4. #23349 ← `main`
---
## Summary
Extracts a structured error classification subsystem for agent chat
(`chatd`) so that retry and error payloads carry machine-readable
metadata — error kind, provider name, HTTP status code, and retryability
— instead of raw error strings.
This is the **backend half** of the error-handling work. The frontend
counterpart is in #23282.
## Changes
### New package: `coderd/chatd/chaterror/`
Canonical error classification — extracts error kind, provider, status
code, and user-facing message from raw provider errors. One source of
truth that drives both retry policy and stream payloads.
- **`kind.go`**: Error kind enum (`rate_limit`, `timeout`, `auth`,
`config`, `overloaded`, `unknown`).
- **`signals.go`**: Signal extraction — parses provider name, HTTP
status code, and retryability from error strings and wrapped types.
- **`classify.go`**: Classification logic — maps extracted signals to an
error kind.
- **`message.go`**: User-facing message templates keyed by kind +
signals.
- **`payload.go`**: Projectors that build `ChatStreamError` and
`ChatStreamRetry` payloads from a classified error.
### Modified
- **`codersdk/chats.go`**: Added `Kind`, `Provider`, `Retryable`,
`StatusCode` fields to `ChatStreamError` and `ChatStreamRetry`.
- **`coderd/chatd/chatretry/`**: Thinned to retry-policy only;
classification logic moved to `chaterror`.
- **`coderd/chatd/chatloop/`**: Added per-attempt first-chunk timeout
(60 s) via `guardedStream` wrapper — produces retryable
`startup_timeout` errors instead of hanging forever.
- **`coderd/chatd/chatd.go`**: Publishes normalized retry/error payloads
via `chaterror` projectors.
## Summary
Large pasted text that the UI collapses into an attachment chip was
completely invisible to the LLM. Providers only accept specific MIME
types (images, PDFs) in file content blocks — a `text/plain` `FilePart`
is silently dropped, so the model received nothing for pasted content.
## Fix
Detect paste-originated text files by their
`pasted-text-{timestamp}.txt` filename pattern and convert them to
`fantasy.TextPart` with a bounded 128 KiB inline body and truncation
notice. Binary uploads and real uploaded text files keep their existing
`FilePart` semantics.
The detection uses the existing frontend naming convention
(`pasted-text-YYYY-MM-DD-HH-MM-SS.txt`) combined with a text-like MIME
check for defense-in-depth. A TODO marks this for migration to explicit
origin metadata.
<details>
<summary>Review notes: intentionally skipped findings</summary>
A 10-reviewer deep review was run on this change. The following findings
were raised and intentionally dropped after cross-check. Documenting
them here so future reviewers do not re-flag the same concerns:
**"Unresolved file IDs cause silent data loss" (Edge Case Analyst P1)**
— When a file ID is not in the resolver map, `name` stays empty and
paste detection fails. This is pre-existing behavior for ALL file types
(not introduced by this change). The resolver calls `GetChatFilesByIDs`
which returns whatever rows exist; missing IDs simply fall through to an
empty `FilePart`. The Contract Auditor independently traced this path
and confirmed the fallback is safe. If the file was deleted between
message construction and conversion, the model already saw nothing
before this patch — this change does not make it worse.
**"String builder pre-allocation overhead" (Performance Analyst P1)** —
Misidentified scope. `formatSyntheticPasteText` is only called when
`isSyntheticPaste` returns true (actual synthetic pastes), not for every
file part. The `Grow()` call is correct and efficient.
**"Constant naming violates Uber style" (Style Reviewer P1)** —
Over-severity. `syntheticPasteInlineBudget` is standard Go camelCase for
unexported constants, consistent with the Uber guide and surrounding
code.
**"`IsSyntheticPasteForTest` naming is misleading" (Style Reviewer P2)**
— This is the standard Go `export_test.go` pattern. The `ForTest` suffix
is conventional.
</details>
Adds a `propose_plan` tool that presents a workspace markdown file as a
dedicated plan card in the agent UI.
The workflow is: the agent uses `write_file`/`edit_files` to build a
plan file (e.g. `/home/coder/PLAN.md`), then calls `propose_plan(path)`
to present it. The backend reads the file via `ReadFile` and the
frontend renders it as an expanded markdown preview card.
**Backend** (`coderd/x/chatd/chattool/proposeplan.go`): new tool
registered as root-chat-only. Validates `.md` suffix, requires an
absolute path, reads raw file content from the workspace agent. Includes
1 MiB size cap.
**Frontend** (`site/src/components/ai-elements/tool/`): dedicated
`ProposePlanTool` component with `ToolCollapsible` + `ScrollArea` +
`Response` markdown renderer, expanded by default. Custom icon
(`ClipboardListIcon`) and filename-based label.
**System prompt** (`coderd/x/chatd/prompt.go`): added `<planning>`
section guiding the agent to research → write plan file → iterate → call
`propose_plan`.
OpenAI Responses follow-up turns were replaying full assistant/tool
history even when `store=true`, which breaks after reasoning +
provider-executed `web_search` output.
This change persists the OpenAI response ID on assistant messages, then
in `coderd/x/chatd` switches `store=true` follow-ups to
`previous_response_id` chaining with a system + new-user-only prompt.
`store=false` and missing-ID cases still fall back to manual replay.
It also updates the fake OpenAI server and integration coverage for the
chaining contract, and carries the rebased path move to `coderd/x/chatd`
plus the migration renumber needed after rebasing onto `main`.
## What
Adds per-user per-model auto-compaction threshold overrides. Users can
now customize the percentage of context window usage that triggers chat
compaction, independently for each enabled model.
## Why
The compaction threshold was previously only configurable at the
deployment level (`chat_model_configs.compression_threshold`). Different
users have different preferences — some want aggressive compaction to
keep costs low, others prefer higher thresholds to retain more context.
This gives users control without requiring admin intervention.
## Architecture
**Storage:** Reuses the existing `user_configs` table (no migration
needed). Overrides are stored as key/value pairs with keys shaped
`chat_compaction_threshold:<modelConfigID>` and integer percent values.
**API:** Three new experimental endpoints under
`/api/experimental/chats/config/`:
- `GET /user-compaction-thresholds` — list all overrides for the current
user
- `PUT /user-compaction-thresholds/{modelConfig}` — upsert an override
(validates model exists and is enabled, validates 0–100 range)
- `DELETE /user-compaction-thresholds/{modelConfig}` — clear an override
(idempotent)
**Runtime resolution:** In `coderd/chatd/chatd.go`, a new
`resolveUserCompactionThreshold()` helper runs at the start of each chat
turn (inside `runChat()`), after the model config is resolved but before
`CompactionOptions` is built. If a valid override exists, it replaces
`modelConfig.CompressionThreshold`. The threshold source
(`user_override` vs `model_default`) is logged with each compaction
event.
**Precedence:** `effectiveThreshold = userOverride ??
modelConfig.CompressionThreshold`
**UI:** New "Context Compaction" subsection in the Agents → Settings →
Behavior tab, placed after Personal Instructions. Shows one row per
enabled model with the system default, a number input for the override,
and Save/Reset controls.
## Testing
- 9 API subtests covering CRUD, validation (boundary values 0/100,
out-of-range rejection), upsert behavior, idempotent delete, user
isolation, and non-existent model config
- 4 dbauthz tests (16 scenarios) verifying `ActionReadPersonal` /
`ActionUpdatePersonal` on all query methods
- 4 Storybook stories with play functions (Default, WithOverrides,
Loading, Error)
<details>
<summary>Implementation plan</summary>
### Phase 1 — Tests
- Backend API tests in `coderd/chats_test.go` (9 subtests)
- Database auth wrapper tests in
`coderd/database/dbauthz/dbauthz_test.go` (4 methods)
- Frontend stories in `UserCompactionThresholdSettings.stories.tsx` (4
stories)
### Phase 2 — Backend preference surface
- 4 SQL queries in `coderd/database/queries/users.sql` (list, get,
upsert, delete)
- `make gen` to propagate into generated artifacts
- Auth/metrics wrappers in dbauthz and dbmetrics
- SDK types and client methods in `codersdk/chats.go`
- HTTP handlers and routes in `coderd/chats.go` and `coderd/coderd.go`
- Key prefix constant shared between handlers and runtime
### Phase 3 — Runtime override
- `resolveUserCompactionThreshold()` helper in `coderd/chatd/chatd.go`
- Override injection in `runChat()` before building `CompactionOptions`
- `threshold_source` field added to compaction log
### Phase 4 — Settings UI
- API client methods and React Query hooks in `site/src/api/`
- `UserCompactionThresholdSettings` component extracted from
`SettingsPageContent`
- Per-model mutation tracking (only the active row disables during save)
- 100% warning, "System default" label, helpful empty state copy
### Phase 5 — Refactor and review fixes
- Consolidated key prefix constant in `codersdk`
- Explicit PUT range validation (not just struct tags)
- GET handler gracefully skips malformed rows instead of 500
- Boundary value, upsert, and non-existent model config tests
- UX improvements: per-model mutation state, aria-live on errors
</details>
- Moves `coderd/chatd/`, `coderd/gitsync/`, `enterprise/coderd/chatd/`
under `x/` parent directories to signal instability
- Adds `Experimental:` glue code comments in `coderd/coderd.go`
> 🤖 This PR was created with the help of Coder Agents, and was
reviewed by my human. 🧑💻
Ethan