diff --git a/agent/agentgit/chatheaders.go b/agent/agentchat/headers.go
similarity index 80%
rename from agent/agentgit/chatheaders.go
rename to agent/agentchat/headers.go
index d516173ec8..84db99bb25 100644
--- a/agent/agentgit/chatheaders.go
+++ b/agent/agentchat/headers.go
@@ -1,4 +1,4 @@
-package agentgit
+package agentchat
 
 import (
 	"encoding/json"
@@ -9,9 +9,9 @@ import (
 	"github.com/coder/coder/v2/codersdk/workspacesdk"
 )
 
-// ExtractChatContext reads chat identity headers from the request.
+// extractContext reads chat identity headers from the request.
 // Returns zero values if headers are absent (non-chat request).
-func ExtractChatContext(r *http.Request) (chatID uuid.UUID, ancestorIDs []uuid.UUID, ok bool) {
+func extractContext(r *http.Request) (chatID uuid.UUID, ancestorIDs []uuid.UUID, ok bool) {
 	raw := r.Header.Get(workspacesdk.CoderChatIDHeader)
 	if raw == "" {
 		return uuid.Nil, nil, false
diff --git a/agent/agentgit/chatheaders_test.go b/agent/agentchat/headers_test.go
similarity index 84%
rename from agent/agentgit/chatheaders_test.go
rename to agent/agentchat/headers_test.go
index 3242c7b40a..90599eab28 100644
--- a/agent/agentgit/chatheaders_test.go
+++ b/agent/agentchat/headers_test.go
@@ -1,18 +1,19 @@
-package agentgit_test
+package agentchat_test
 
 import (
 	"encoding/json"
+	"net/http"
 	"net/http/httptest"
 	"testing"
 
 	"github.com/google/uuid"
 	"github.com/stretchr/testify/require"
 
-	"github.com/coder/coder/v2/agent/agentgit"
+	"github.com/coder/coder/v2/agent/agentchat"
 	"github.com/coder/coder/v2/codersdk/workspacesdk"
 )
 
-func TestExtractChatContext(t *testing.T) {
+func TestExtractContext(t *testing.T) {
 	t.Parallel()
 
 	validID := uuid.MustParse("aaaaaaaa-bbbb-cccc-dddd-eeeeeeeeeeee")
@@ -43,7 +44,7 @@ func TestExtractChatContext(t *testing.T) {
 			setChatID:       true,
 			setAncestors:    false,
 			wantChatID:      validID,
-			wantAncestorIDs: nil,
+			wantAncestorIDs: []uuid.UUID{},
 			wantOK:          true,
 		},
 		{
@@ -75,7 +76,7 @@ func TestExtractChatContext(t *testing.T) {
 			ancestors:       `{this is not json}`,
 			setAncestors:    true,
 			wantChatID:      validID,
-			wantAncestorIDs: nil,
+			wantAncestorIDs: []uuid.UUID{},
 			wantOK:          true,
 		},
 		{
@@ -112,7 +113,7 @@ func TestExtractChatContext(t *testing.T) {
 			ancestors:       "",
 			setAncestors:    true,
 			wantChatID:      validID,
-			wantAncestorIDs: nil,
+			wantAncestorIDs: []uuid.UUID{},
 			wantOK:          true,
 		},
 	}
@@ -130,7 +131,7 @@ func TestExtractChatContext(t *testing.T) {
 				r.Header.Set(workspacesdk.CoderAncestorChatIDsHeader, tt.ancestors)
 			}
 
-			chatID, ancestorIDs, ok := agentgit.ExtractChatContext(r)
+			chatID, ancestorIDs, ok := extractContextForTest(r)
 
 			require.Equal(t, tt.wantOK, ok, "ok mismatch")
 			require.Equal(t, tt.wantChatID, chatID, "chatID mismatch")
@@ -139,6 +140,18 @@ func TestExtractChatContext(t *testing.T) {
 	}
 }
 
+func extractContextForTest(r *http.Request) (uuid.UUID, []uuid.UUID, bool) {
+	var chatContext agentchat.Context
+	var ok bool
+	agentchat.Middleware(http.HandlerFunc(func(_ http.ResponseWriter, r *http.Request) {
+		chatContext, ok = agentchat.FromContext(r.Context())
+	})).ServeHTTP(httptest.NewRecorder(), r)
+	if !ok {
+		return uuid.Nil, nil, false
+	}
+	return chatContext.ID, chatContext.AncestorIDs, true
+}
+
 // mustMarshalJSON marshals v to a JSON string, failing the test on error.
 func mustMarshalJSON(t *testing.T, v any) string {
 	t.Helper()
diff --git a/agent/agentchat/log.go b/agent/agentchat/log.go
new file mode 100644
index 0000000000..319f6a79b6
--- /dev/null
+++ b/agent/agentchat/log.go
@@ -0,0 +1,85 @@
+package agentchat
+
+import (
+	"context"
+	"net/http"
+
+	"github.com/google/uuid"
+
+	"cdr.dev/slog/v3"
+	"github.com/coder/coder/v2/coderd/httpmw/loggermw"
+)
+
+type chatContextKey struct{}
+
+// Context carries the chat identity associated with an agent request.
+type Context struct {
+	ID          uuid.UUID
+	AncestorIDs []uuid.UUID
+}
+
+// FromContext returns the chat identity stored on the context.
+func FromContext(ctx context.Context) (Context, bool) {
+	chatCtx, ok := ctx.Value(chatContextKey{}).(Context)
+	if !ok || chatCtx.ID == uuid.Nil {
+		return Context{}, false
+	}
+	return chatCtx, true
+}
+
+// WithContext stores chat identity on the context for downstream logs.
+func WithContext(ctx context.Context, chatID uuid.UUID, ancestorIDs []uuid.UUID) context.Context {
+	if chatID == uuid.Nil {
+		return ctx
+	}
+	ancestors := make([]uuid.UUID, len(ancestorIDs))
+	copy(ancestors, ancestorIDs)
+	return context.WithValue(ctx, chatContextKey{}, Context{
+		ID:          chatID,
+		AncestorIDs: ancestors,
+	})
+}
+
+// Fields returns structured log fields for the chat identity on ctx.
+func Fields(ctx context.Context) []slog.Field {
+	chatCtx, ok := FromContext(ctx)
+	if !ok {
+		return nil
+	}
+	return chatFields(chatCtx.ID, chatCtx.AncestorIDs)
+}
+
+// Middleware tags agent logs for requests that originate from
+// chatd. Agent log lines emitted while serving a request with Coder-Chat-Id,
+// or by background work started by such a request, should include chat_id.
+// Install after loggermw.Logger so access-log enrichment can run.
+func Middleware(next http.Handler) http.Handler {
+	return http.HandlerFunc(func(rw http.ResponseWriter, r *http.Request) {
+		chatID, ancestorIDs, ok := extractContext(r)
+		if !ok {
+			next.ServeHTTP(rw, r)
+			return
+		}
+
+		fields := chatFields(chatID, ancestorIDs)
+		if requestLogger := loggermw.RequestLoggerFromContext(r.Context()); requestLogger != nil {
+			requestLogger.WithFields(fields...)
+		}
+
+		ctx := WithContext(r.Context(), chatID, ancestorIDs)
+		next.ServeHTTP(rw, r.WithContext(ctx))
+	})
+}
+
+func chatFields(chatID uuid.UUID, ancestorIDs []uuid.UUID) []slog.Field {
+	fields := []slog.Field{slog.F("chat_id", chatID.String())}
+	if len(ancestorIDs) == 0 {
+		return fields
+	}
+
+	ancestors := make([]string, 0, len(ancestorIDs))
+	for _, id := range ancestorIDs {
+		ancestors = append(ancestors, id.String())
+	}
+	return append(fields, slog.F("ancestor_chat_ids", ancestors))
+}
diff --git a/agent/agentchat/log_test.go b/agent/agentchat/log_test.go
new file mode 100644
index 0000000000..c9fb1fc49a
--- /dev/null
+++ b/agent/agentchat/log_test.go
@@ -0,0 +1,103 @@
+package agentchat_test
+
+import (
+	"net/http"
+	"net/http/httptest"
+	"testing"
+
+	"github.com/google/uuid"
+	"github.com/stretchr/testify/require"
+
+	"cdr.dev/slog/v3"
+	"github.com/coder/coder/v2/agent/agentchat"
+	"github.com/coder/coder/v2/coderd/httpmw/loggermw"
+	"github.com/coder/coder/v2/coderd/tracing"
+	"github.com/coder/coder/v2/codersdk/workspacesdk"
+	"github.com/coder/coder/v2/testutil"
+)
+
+func TestMiddlewareAccessLog(t *testing.T) {
+	t.Parallel()
+
+	chatID := uuid.New()
+	ancestorID := uuid.New()
+	sink := testutil.NewFakeSink(t)
+	handler := tracing.StatusWriterMiddleware(loggermw.Logger(sink.Logger())(
+		agentchat.Middleware(http.HandlerFunc(func(rw http.ResponseWriter, _ *http.Request) {
+			rw.WriteHeader(http.StatusNoContent)
+		})),
+	))
+
+	req := httptest.NewRequest(http.MethodGet, "/test", nil)
+	req.Header.Set(workspacesdk.CoderChatIDHeader, chatID.String())
+	req.Header.Set(workspacesdk.CoderAncestorChatIDsHeader, mustMarshalJSON(t, []string{ancestorID.String()}))
+	rw := httptest.NewRecorder()
+	handler.ServeHTTP(rw, req)
+	require.Equal(t, http.StatusNoContent, rw.Code)
+
+	entries := sink.Entries()
+	require.Len(t, entries, 1)
+	fields := fieldsByName(entries[0].Fields)
+	require.Equal(t, chatID.String(), fields["chat_id"])
+	require.Equal(t, []string{ancestorID.String()}, fields["ancestor_chat_ids"])
+}
+
+func TestMiddlewareWithoutChatHeader(t *testing.T) {
+	t.Parallel()
+
+	sink := testutil.NewFakeSink(t)
+	handler := tracing.StatusWriterMiddleware(loggermw.Logger(sink.Logger())(
+		agentchat.Middleware(http.HandlerFunc(func(rw http.ResponseWriter, _ *http.Request) {
+			rw.WriteHeader(http.StatusNoContent)
+		})),
+	))
+
+	rw := httptest.NewRecorder()
+	handler.ServeHTTP(rw, httptest.NewRequest(http.MethodGet, "/test", nil))
+	require.Equal(t, http.StatusNoContent, rw.Code)
+
+	entries := sink.Entries()
+	require.Len(t, entries, 1)
+	fields := fieldsByName(entries[0].Fields)
+	require.NotContains(t, fields, "chat_id")
+	require.NotContains(t, fields, "ancestor_chat_ids")
+}
+
+func TestMiddlewareContextFields(t *testing.T) {
+	t.Parallel()
+
+	chatID := uuid.New()
+	sink := testutil.NewFakeSink(t)
+	handler := tracing.StatusWriterMiddleware(loggermw.Logger(sink.Logger())(
+		agentchat.Middleware(http.HandlerFunc(func(rw http.ResponseWriter, r *http.Request) {
+			sink.Logger().With(agentchat.Fields(r.Context())...).Info(r.Context(), "handler log")
+			rw.WriteHeader(http.StatusNoContent)
+		})),
+	))
+
+	req := httptest.NewRequest(http.MethodGet, "/test", nil)
+	req.Header.Set(workspacesdk.CoderChatIDHeader, chatID.String())
+	rw := httptest.NewRecorder()
+	handler.ServeHTTP(rw, req)
+	require.Equal(t, http.StatusNoContent, rw.Code)
+
+	entries := sink.Entries()
+	require.Len(t, entries, 2)
+	for _, entry := range entries {
+		if entry.Message != "handler log" {
+			continue
+		}
+		fields := fieldsByName(entry.Fields)
+		require.Equal(t, chatID.String(), fields["chat_id"])
+		return
+	}
+	t.Fatal("handler log entry not found")
+}
+
+func fieldsByName(fields []slog.Field) map[string]any {
+	byName := make(map[string]any, len(fields))
+	for _, field := range fields {
+		byName[field.Name] = field.Value
+	}
+	return byName
+}
diff --git a/agent/agentfiles/files.go b/agent/agentfiles/files.go
index 868b4e5fb1..79602dbc17 100644
--- a/agent/agentfiles/files.go
+++ b/agent/agentfiles/files.go
@@ -18,7 +18,7 @@ import (
 	"golang.org/x/xerrors"
 
 	"cdr.dev/slog/v3"
-	"github.com/coder/coder/v2/agent/agentgit"
+	"github.com/coder/coder/v2/agent/agentchat"
 	"github.com/coder/coder/v2/coderd/httpapi"
 	"github.com/coder/coder/v2/codersdk"
 	"github.com/coder/coder/v2/codersdk/workspacesdk"
@@ -86,6 +86,8 @@ func (api *API) HandleReadFile(rw http.ResponseWriter, r *http.Request) {
 }
 
 func (api *API) streamFile(ctx context.Context, rw http.ResponseWriter, path string, offset, limit int64) (HTTPResponseCode, error) {
+	logger := api.logger.With(agentchat.Fields(ctx)...)
+
 	if !filepath.IsAbs(path) {
 		return http.StatusBadRequest, xerrors.Errorf("file path must be absolute: %q", path)
 	}
@@ -131,7 +133,7 @@ func (api *API) streamFile(ctx context.Context, rw http.ResponseWriter, path str
 	reader := io.NewSectionReader(f, offset, bytesToRead)
 	_, err = io.Copy(rw, reader)
 	if err != nil && !errors.Is(err, io.EOF) && ctx.Err() == nil {
-		api.logger.Error(ctx, "workspace agent read file", slog.Error(err))
+		logger.Error(ctx, "workspace agent read file", slog.Error(err))
 	}
 
 	return 0, nil
@@ -322,8 +324,8 @@ func (api *API) HandleWriteFile(rw http.ResponseWriter, r *http.Request) {
 
 	// Track edited path for git watch.
 	if api.pathStore != nil {
-		if chatID, ancestorIDs, ok := agentgit.ExtractChatContext(r); ok {
-			api.pathStore.AddPaths(append([]uuid.UUID{chatID}, ancestorIDs...), []string{path})
+		if chatContext, ok := agentchat.FromContext(ctx); ok {
+			api.pathStore.AddPaths(append([]uuid.UUID{chatContext.ID}, chatContext.AncestorIDs...), []string{path})
 		}
 	}
 
@@ -458,12 +460,12 @@ func (api *API) HandleEditFiles(rw http.ResponseWriter, r *http.Request) {
 
 	// Track edited paths for git watch.
 	if api.pathStore != nil {
-		if chatID, ancestorIDs, ok := agentgit.ExtractChatContext(r); ok {
+		if chatContext, ok := agentchat.FromContext(ctx); ok {
 			filePaths := make([]string, 0, len(req.Files))
 			for _, f := range req.Files {
 				filePaths = append(filePaths, f.Path)
 			}
-			api.pathStore.AddPaths(append([]uuid.UUID{chatID}, ancestorIDs...), filePaths)
+			api.pathStore.AddPaths(append([]uuid.UUID{chatContext.ID}, chatContext.AncestorIDs...), filePaths)
 		}
 	}
 
@@ -565,6 +567,8 @@ func (api *API) prepareFileEdit(path string, edits []workspacesdk.FileEdit) (int
 // On failure the temp file is cleaned up and the original is
 // untouched.
 func (api *API) atomicWrite(ctx context.Context, path string, mode *os.FileMode, r io.Reader) (int, error) {
+	logger := api.logger.With(agentchat.Fields(ctx)...)
+
 	dir := filepath.Dir(path)
 	tmpName := filepath.Join(dir, fmt.Sprintf(".%s.tmp.%s", filepath.Base(path), uuid.New().String()[:8]))
 
@@ -579,7 +583,7 @@ func (api *API) atomicWrite(ctx context.Context, path string, mode *os.FileMode,
 
 	cleanup := func() {
 		if err := api.filesystem.Remove(tmpName); err != nil {
-			api.logger.Warn(ctx, "unable to clean up temp file", slog.Error(err))
+			logger.Warn(ctx, "unable to clean up temp file", slog.Error(err))
 		}
 	}
 
@@ -601,7 +605,7 @@ func (api *API) atomicWrite(ctx context.Context, path string, mode *os.FileMode,
 	// no window where the target has wrong permissions.
 	if mode != nil {
 		if err := api.filesystem.Chmod(tmpName, *mode); err != nil {
-			api.logger.Warn(ctx, "unable to set file permissions",
+			logger.Warn(ctx, "unable to set file permissions",
 				slog.F("path", path),
 				slog.Error(err),
 			)
diff --git a/agent/agentfiles/files_test.go b/agent/agentfiles/files_test.go
index cc0df0c96a..19f3187d88 100644
--- a/agent/agentfiles/files_test.go
+++ b/agent/agentfiles/files_test.go
@@ -24,6 +24,7 @@ import (
 
 	"cdr.dev/slog/v3"
 	"cdr.dev/slog/v3/sloggers/slogtest"
+	"github.com/coder/coder/v2/agent/agentchat"
 	"github.com/coder/coder/v2/agent/agentfiles"
 	"github.com/coder/coder/v2/agent/agentgit"
 	"github.com/coder/coder/v2/codersdk"
@@ -1157,7 +1158,7 @@ func TestHandleWriteFile_ChatHeaders_UpdatesPathStore(t *testing.T) {
 	rr := httptest.NewRecorder()
 	r := chi.NewRouter()
 	r.Post("/write-file", api.HandleWriteFile)
-	r.ServeHTTP(rr, req)
+	agentchat.Middleware(r).ServeHTTP(rr, req)
 
 	require.Equal(t, http.StatusOK, rr.Code)
 
@@ -1185,7 +1186,7 @@ func TestHandleWriteFile_NoChatHeaders_NoPathStoreUpdate(t *testing.T) {
 	rr := httptest.NewRecorder()
 	r := chi.NewRouter()
 	r.Post("/write-file", api.HandleWriteFile)
-	r.ServeHTTP(rr, req)
+	agentchat.Middleware(r).ServeHTTP(rr, req)
 
 	require.Equal(t, http.StatusOK, rr.Code)
 
@@ -1211,7 +1212,7 @@ func TestHandleWriteFile_Failure_NoPathStoreUpdate(t *testing.T) {
 	rr := httptest.NewRecorder()
 	r := chi.NewRouter()
 	r.Post("/write-file", api.HandleWriteFile)
-	r.ServeHTTP(rr, req)
+	agentchat.Middleware(r).ServeHTTP(rr, req)
 
 	require.Equal(t, http.StatusBadRequest, rr.Code)
 
@@ -1252,7 +1253,7 @@ func TestHandleEditFiles_ChatHeaders_UpdatesPathStore(t *testing.T) {
 	rr := httptest.NewRecorder()
 	r := chi.NewRouter()
 	r.Post("/edit-files", api.HandleEditFiles)
-	r.ServeHTTP(rr, req)
+	agentchat.Middleware(r).ServeHTTP(rr, req)
 
 	require.Equal(t, http.StatusOK, rr.Code)
 
@@ -1289,7 +1290,7 @@ func TestHandleEditFiles_Failure_NoPathStoreUpdate(t *testing.T) {
 	rr := httptest.NewRecorder()
 	r := chi.NewRouter()
 	r.Post("/edit-files", api.HandleEditFiles)
-	r.ServeHTTP(rr, req)
+	agentchat.Middleware(r).ServeHTTP(rr, req)
 
 	require.NotEqual(t, http.StatusOK, rr.Code)
 
diff --git a/agent/agentgit/api.go b/agent/agentgit/api.go
index 5e31e6c0e8..ea9ac11132 100644
--- a/agent/agentgit/api.go
+++ b/agent/agentgit/api.go
@@ -8,6 +8,7 @@ import (
 	"github.com/google/uuid"
 
 	"cdr.dev/slog/v3"
+	"github.com/coder/coder/v2/agent/agentchat"
 	"github.com/coder/coder/v2/coderd/httpapi"
 	"github.com/coder/coder/v2/codersdk"
 	"github.com/coder/coder/v2/codersdk/wsjson"
@@ -40,6 +41,25 @@ func (a *API) Routes() http.Handler {
 func (a *API) handleWatch(rw http.ResponseWriter, r *http.Request) {
 	ctx := r.Context()
 
+	var watchChatID uuid.UUID
+	var hasWatchChatID bool
+	if chatIDStr := r.URL.Query().Get("chat_id"); chatIDStr != "" {
+		if parsedChatID, parseErr := uuid.Parse(chatIDStr); parseErr == nil {
+			watchChatID = parsedChatID
+			hasWatchChatID = true
+
+			// Reuse header-derived ancestors only when the query chat
+			// matches the header chat. Otherwise the ancestors belong
+			// to a different chat and would be misleading in logs.
+			var ancestors []uuid.UUID
+			if chatContext, ok := agentchat.FromContext(ctx); ok && chatContext.ID == watchChatID {
+				ancestors = chatContext.AncestorIDs
+			}
+			ctx = agentchat.WithContext(ctx, watchChatID, ancestors)
+		}
+	}
+	logger := a.logger.With(agentchat.Fields(ctx)...)
+
 	conn, err := websocket.Accept(rw, r, &websocket.AcceptOptions{
 		CompressionMode: websocket.CompressionNoContextTakeover,
 	})
@@ -58,14 +78,14 @@ func (a *API) handleWatch(rw http.ResponseWriter, r *http.Request) {
 	stream := wsjson.NewStream[
 		codersdk.WorkspaceAgentGitClientMessage,
 		codersdk.WorkspaceAgentGitServerMessage,
-	](conn, websocket.MessageText, websocket.MessageText, a.logger)
+	](conn, websocket.MessageText, websocket.MessageText, logger)
 
 	ctx, cancel := context.WithCancel(ctx)
 	defer cancel()
 
-	go httpapi.HeartbeatClose(ctx, a.logger, cancel, conn)
+	go httpapi.HeartbeatClose(ctx, logger, cancel, conn)
 
-	handler := NewHandler(a.logger, a.opts...)
+	handler := NewHandler(logger, a.opts...)
 
 	// Scan returns nil only when no roots are subscribed; once any
 	// root lands it returns either a delta or a heartbeat message.
@@ -75,46 +95,42 @@ func (a *API) handleWatch(rw http.ResponseWriter, r *http.Request) {
 			return
 		}
 		if err := stream.Send(*msg); err != nil {
-			a.logger.Debug(ctx, "failed to send changes", slog.Error(err))
+			logger.Debug(ctx, "failed to send changes", slog.Error(err))
 			cancel()
 		}
 	}
 
 	// If a chat_id query parameter is provided and the PathStore is
 	// available, subscribe to path updates for this chat.
-	chatIDStr := r.URL.Query().Get("chat_id")
-	if chatIDStr != "" && a.pathStore != nil {
-		chatID, parseErr := uuid.Parse(chatIDStr)
-		if parseErr == nil {
-			// Subscribe to future path updates BEFORE reading
-			// existing paths. This ordering guarantees no
-			// notification from AddPaths is lost: any call that
-			// lands before Subscribe is picked up by GetPaths
-			// below, and any call after Subscribe delivers a
-			// notification on the channel.
-			notifyCh, unsubscribe := a.pathStore.Subscribe(chatID)
-			defer unsubscribe()
+	if hasWatchChatID && a.pathStore != nil {
+		// Subscribe to future path updates BEFORE reading
+		// existing paths. This ordering guarantees no
+		// notification from AddPaths is lost: any call that
+		// lands before Subscribe is picked up by GetPaths
+		// below, and any call after Subscribe delivers a
+		// notification on the channel.
+		notifyCh, unsubscribe := a.pathStore.Subscribe(watchChatID)
+		defer unsubscribe()
 
-			// Load any paths that are already tracked for this chat.
-			existingPaths := a.pathStore.GetPaths(chatID)
-			if len(existingPaths) > 0 {
-				handler.Subscribe(existingPaths)
-				handler.RequestScan()
-			}
-
-			go func() {
-				for {
-					select {
-					case <-ctx.Done():
-						return
-					case <-notifyCh:
-						paths := a.pathStore.GetPaths(chatID)
-						handler.Subscribe(paths)
-						handler.RequestScan()
-					}
-				}
-			}()
+		// Load any paths that are already tracked for this chat.
+		existingPaths := a.pathStore.GetPaths(watchChatID)
+		if len(existingPaths) > 0 {
+			handler.Subscribe(existingPaths)
+			handler.RequestScan()
 		}
+
+		go func() {
+			for {
+				select {
+				case <-ctx.Done():
+					return
+				case <-notifyCh:
+					paths := a.pathStore.GetPaths(watchChatID)
+					handler.Subscribe(paths)
+					handler.RequestScan()
+				}
+			}
+		}()
 	}
 
 	// Start the main run loop in a goroutine.
diff --git a/agent/agentproc/api.go b/agent/agentproc/api.go
index c2b8d072c1..4dcc07b541 100644
--- a/agent/agentproc/api.go
+++ b/agent/agentproc/api.go
@@ -13,6 +13,7 @@ import (
 	"github.com/google/uuid"
 
 	"cdr.dev/slog/v3"
+	"github.com/coder/coder/v2/agent/agentchat"
 	"github.com/coder/coder/v2/agent/agentexec"
 	"github.com/coder/coder/v2/agent/agentgit"
 	"github.com/coder/coder/v2/coderd/httpapi"
@@ -80,8 +81,8 @@ func (api *API) handleStartProcess(rw http.ResponseWriter, r *http.Request) {
 	}
 
 	var chatID string
-	if id, _, ok := agentgit.ExtractChatContext(r); ok {
-		chatID = id.String()
+	if chatContext, ok := agentchat.FromContext(ctx); ok {
+		chatID = chatContext.ID.String()
 	}
 
 	proc, err := api.manager.start(req, chatID)
@@ -97,8 +98,8 @@ func (api *API) handleStartProcess(rw http.ResponseWriter, r *http.Request) {
 	// file changes made by the command are visible in the scan.
 	// If a workdir is provided, track it as a path as well.
 	if api.pathStore != nil {
-		if chatID, ancestorIDs, ok := agentgit.ExtractChatContext(r); ok {
-			allIDs := append([]uuid.UUID{chatID}, ancestorIDs...)
+		if chatContext, ok := agentchat.FromContext(ctx); ok {
+			allIDs := append([]uuid.UUID{chatContext.ID}, chatContext.AncestorIDs...)
 			go func() {
 				<-proc.done
 				if req.WorkDir != "" {
@@ -121,8 +122,8 @@ func (api *API) handleListProcesses(rw http.ResponseWriter, r *http.Request) {
 	ctx := r.Context()
 
 	var chatID string
-	if id, _, ok := agentgit.ExtractChatContext(r); ok {
-		chatID = id.String()
+	if chatContext, ok := agentchat.FromContext(ctx); ok {
+		chatID = chatContext.ID.String()
 	}
 
 	infos := api.manager.list(chatID)
@@ -150,6 +151,7 @@ func (api *API) handleListProcesses(rw http.ResponseWriter, r *http.Request) {
 // handleProcessOutput returns the output of a process.
 func (api *API) handleProcessOutput(rw http.ResponseWriter, r *http.Request) {
 	ctx := r.Context()
+	logger := api.logger.With(agentchat.Fields(ctx)...)
 
 	id := chi.URLParam(r, "id")
 	proc, ok := api.manager.get(id)
@@ -163,8 +165,8 @@ func (api *API) handleProcessOutput(rw http.ResponseWriter, r *http.Request) {
 	// Enforce chat ID isolation. If the request carries
 	// a chat context, only allow access to processes
 	// belonging to that chat.
-	if chatID, _, ok := agentgit.ExtractChatContext(r); ok {
-		if proc.chatID != "" && proc.chatID != chatID.String() {
+	if chatContext, ok := agentchat.FromContext(ctx); ok {
+		if proc.chatID != "" && proc.chatID != chatContext.ID.String() {
 			httpapi.Write(ctx, rw, http.StatusNotFound, codersdk.Response{
 				Message: fmt.Sprintf("Process %q not found.", id),
 			})
@@ -184,7 +186,7 @@ func (api *API) handleProcessOutput(rw http.ResponseWriter, r *http.Request) {
 		// Add headroom beyond the wait timeout so there's time to
 		// write the response after the blocking wait completes.
 		if err := rc.SetWriteDeadline(time.Now().Add(maxWaitDuration + 30*time.Second)); err != nil {
-			api.logger.Error(ctx, "extend write deadline for blocking process output",
+			logger.Error(ctx, "extend write deadline for blocking process output",
 				slog.Error(err),
 			)
 		}
@@ -216,9 +218,9 @@ func (api *API) handleSignalProcess(rw http.ResponseWriter, r *http.Request) {
 	id := chi.URLParam(r, "id")
 
 	// Enforce chat ID isolation.
-	if chatID, _, ok := agentgit.ExtractChatContext(r); ok {
+	if chatContext, ok := agentchat.FromContext(ctx); ok {
 		proc, procOK := api.manager.get(id)
-		if procOK && proc.chatID != "" && proc.chatID != chatID.String() {
+		if procOK && proc.chatID != "" && proc.chatID != chatContext.ID.String() {
 			httpapi.Write(ctx, rw, http.StatusNotFound, codersdk.Response{
 				Message: fmt.Sprintf("Process %q not found.", id),
 			})
diff --git a/agent/agentproc/api_test.go b/agent/agentproc/api_test.go
index eddbe2d6f9..704d968899 100644
--- a/agent/agentproc/api_test.go
+++ b/agent/agentproc/api_test.go
@@ -20,9 +20,12 @@ import (
 
 	"cdr.dev/slog/v3"
 	"cdr.dev/slog/v3/sloggers/slogtest"
+	"github.com/coder/coder/v2/agent/agentchat"
 	"github.com/coder/coder/v2/agent/agentexec"
 	"github.com/coder/coder/v2/agent/agentgit"
 	"github.com/coder/coder/v2/agent/agentproc"
+	"github.com/coder/coder/v2/coderd/httpmw/loggermw"
+	"github.com/coder/coder/v2/coderd/tracing"
 	"github.com/coder/coder/v2/codersdk"
 	"github.com/coder/coder/v2/codersdk/workspacesdk"
 	"github.com/coder/coder/v2/testutil"
@@ -137,7 +140,35 @@ func newTestAPIWithOptions(t *testing.T, updateEnv func([]string) ([]string, err
 	t.Cleanup(func() {
 		_ = api.Close()
 	})
-	return api.Routes()
+	return agentchat.Middleware(api.Routes())
+}
+
+func TestAccessLogIncludesChatID(t *testing.T) {
+	t.Parallel()
+
+	sink := testutil.NewFakeSink(t)
+	logger := sink.Logger()
+	api := agentproc.NewAPI(logger, agentexec.DefaultExecer, nil, nil, nil)
+	t.Cleanup(func() {
+		_ = api.Close()
+	})
+	handler := tracing.StatusWriterMiddleware(loggermw.Logger(logger)(
+		agentchat.Middleware(api.Routes()),
+	))
+
+	chatID := uuid.New().String()
+	w := getListWithChatHeader(t, handler, chatID)
+	require.Equal(t, http.StatusOK, w.Code)
+
+	entries := sink.Entries(func(entry slog.SinkEntry) bool {
+		return entry.Message == http.MethodGet
+	})
+	require.Len(t, entries, 1)
+	fields := make(map[string]any, len(entries[0].Fields))
+	for _, field := range entries[0].Fields {
+		fields[field.Name] = field.Value
+	}
+	require.Equal(t, chatID, fields["chat_id"])
 }
 
 // waitForExit polls the output endpoint until the process is
@@ -1058,7 +1089,7 @@ func TestHandleStartProcess_ChatHeaders_EmptyWorkDir_StillNotifies(t *testing.T)
 	}, pathStore, nil)
 	defer api.Close()
 
-	routes := api.Routes()
+	routes := agentchat.Middleware(api.Routes())
 
 	body, err := json.Marshal(workspacesdk.StartProcessRequest{
 		Command: "echo hello",
diff --git a/agent/agentproc/process.go b/agent/agentproc/process.go
index c172195b8b..d4cecdff9b 100644
--- a/agent/agentproc/process.go
+++ b/agent/agentproc/process.go
@@ -38,6 +38,7 @@ type process struct {
 	cmd        *exec.Cmd
 	cancel     context.CancelFunc
 	buf        *HeadTailBuffer
+	logger     slog.Logger
 	running    bool
 	exitCode   *int
 	startedAt  int64
@@ -105,6 +106,10 @@ func (m *manager) start(req workspacesdk.StartProcessRequest, chatID string) (*p
 	m.mu.Unlock()
 
 	id := uuid.New().String()
+	logger := m.logger
+	if chatID != "" {
+		logger = logger.With(slog.F("chat_id", chatID))
+	}
 
 	// Use a cancellable context so Close() can terminate
 	// all processes. context.Background() is the parent so
@@ -132,7 +137,7 @@ func (m *manager) start(req workspacesdk.StartProcessRequest, chatID string) (*p
 	if m.updateEnv != nil {
 		updated, err := m.updateEnv(baseEnv)
 		if err != nil {
-			m.logger.Warn(
+			logger.Warn(
 				context.Background(),
 				"failed to update command environment, falling back to os env",
 				slog.Error(err),
@@ -169,6 +174,7 @@ func (m *manager) start(req workspacesdk.StartProcessRequest, chatID string) (*p
 		cmd:        cmd,
 		cancel:     cancel,
 		buf:        buf,
+		logger:     logger,
 		running:    true,
 		startedAt:  now,
 		done:       make(chan struct{}),
@@ -202,7 +208,7 @@ func (m *manager) start(req workspacesdk.StartProcessRequest, chatID string) (*p
 			} else {
 				// Unknown error; use -1 as a sentinel.
 				code = -1
-				m.logger.Warn(
+				proc.logger.Warn(
 					context.Background(),
 					"process wait returned non-exit error",
 					slog.F("id", id),
diff --git a/agent/api.go b/agent/api.go
index 0258d410cd..0346805528 100644
--- a/agent/api.go
+++ b/agent/api.go
@@ -6,6 +6,7 @@ import (
 	"github.com/go-chi/chi/v5"
 	"github.com/google/uuid"
 
+	"github.com/coder/coder/v2/agent/agentchat"
 	"github.com/coder/coder/v2/coderd/httpapi"
 	"github.com/coder/coder/v2/coderd/httpmw/loggermw"
 	"github.com/coder/coder/v2/coderd/tracing"
@@ -20,6 +21,7 @@ func (a *agent) apiHandler() http.Handler {
 		httpmw.Recover(a.logger),
 		tracing.StatusWriterMiddleware,
 		loggermw.Logger(a.logger),
+		agentchat.Middleware,
 	)
 	r.Get("/", func(rw http.ResponseWriter, r *http.Request) {
 		httpapi.Write(r.Context(), rw, http.StatusOK, codersdk.Response{
diff --git a/agent/x/agentdesktop/api.go b/agent/x/agentdesktop/api.go
index fc7686b072..73890c55ed 100644
--- a/agent/x/agentdesktop/api.go
+++ b/agent/x/agentdesktop/api.go
@@ -16,6 +16,7 @@ import (
 	"github.com/google/uuid"
 
 	"cdr.dev/slog/v3"
+	"github.com/coder/coder/v2/agent/agentchat"
 	"github.com/coder/coder/v2/agent/agentssh"
 	"github.com/coder/coder/v2/coderd/httpapi"
 	"github.com/coder/coder/v2/codersdk"
@@ -85,6 +86,7 @@ func (a *API) Routes() http.Handler {
 
 func (a *API) handleDesktopVNC(rw http.ResponseWriter, r *http.Request) {
 	ctx := r.Context()
+	logger := a.logger.With(agentchat.Fields(ctx)...)
 
 	// Start the desktop session (idempotent).
 	_, err := a.desktop.Start(ctx)
@@ -112,7 +114,7 @@ func (a *API) handleDesktopVNC(rw http.ResponseWriter, r *http.Request) {
 		CompressionMode: websocket.CompressionDisabled,
 	})
 	if err != nil {
-		a.logger.Error(ctx, "failed to accept websocket", slog.Error(err))
+		logger.Error(ctx, "failed to accept websocket", slog.Error(err))
 		return
 	}
 
@@ -128,6 +130,7 @@ func (a *API) handleDesktopVNC(rw http.ResponseWriter, r *http.Request) {
 
 func (a *API) handleAction(rw http.ResponseWriter, r *http.Request) {
 	ctx := r.Context()
+	logger := a.logger.With(agentchat.Fields(ctx)...)
 	handlerStart := a.clock.Now()
 
 	// Update last desktop action timestamp for idle recording monitor.
@@ -136,7 +139,7 @@ func (a *API) handleAction(rw http.ResponseWriter, r *http.Request) {
 	// Ensure the desktop is running and grab native dimensions.
 	cfg, err := a.desktop.Start(ctx)
 	if err != nil {
-		a.logger.Warn(ctx, "handleAction: desktop.Start failed",
+		logger.Warn(ctx, "handleAction: desktop.Start failed",
 			slog.Error(err),
 			slog.F("elapsed_ms", a.clock.Since(handlerStart).Milliseconds()),
 		)
@@ -156,7 +159,7 @@ func (a *API) handleAction(rw http.ResponseWriter, r *http.Request) {
 		return
 	}
 
-	a.logger.Info(ctx, "handleAction: started",
+	logger.Info(ctx, "handleAction: started",
 		slog.F("action", action.Action),
 		slog.F("elapsed_ms", a.clock.Since(handlerStart).Milliseconds()),
 	)
@@ -272,7 +275,7 @@ func (a *API) handleAction(rw http.ResponseWriter, r *http.Request) {
 		x, y = scaleXY(x, y)
 		stepStart := a.clock.Now()
 		if err := a.desktop.Click(ctx, x, y, MouseButtonLeft); err != nil {
-			a.logger.Warn(ctx, "handleAction: Click failed",
+			logger.Warn(ctx, "handleAction: Click failed",
 				slog.F("action", "left_click"),
 				slog.F("step", "click"),
 				slog.F("step_ms", time.Since(stepStart).Milliseconds()),
@@ -285,7 +288,7 @@ func (a *API) handleAction(rw http.ResponseWriter, r *http.Request) {
 			})
 			return
 		}
-		a.logger.Debug(ctx, "handleAction: Click completed",
+		logger.Debug(ctx, "handleAction: Click completed",
 			slog.F("action", "left_click"),
 			slog.F("step_ms", time.Since(stepStart).Milliseconds()),
 			slog.F("elapsed_ms", a.clock.Since(handlerStart).Milliseconds()),
@@ -473,7 +476,7 @@ func (a *API) handleAction(rw http.ResponseWriter, r *http.Request) {
 		case <-ctx.Done():
 			// Context canceled; release the key immediately.
 			if err := a.desktop.KeyUp(ctx, *action.Text); err != nil {
-				a.logger.Warn(ctx, "handleAction: KeyUp after context cancel", slog.Error(err))
+				logger.Warn(ctx, "handleAction: KeyUp after context cancel", slog.Error(err))
 			}
 			return
 		case <-timer.C:
@@ -513,14 +516,14 @@ func (a *API) handleAction(rw http.ResponseWriter, r *http.Request) {
 
 	elapsedMs := a.clock.Since(handlerStart).Milliseconds()
 	if ctx.Err() != nil {
-		a.logger.Error(ctx, "handleAction: context canceled before writing response",
+		logger.Error(ctx, "handleAction: context canceled before writing response",
 			slog.F("action", action.Action),
 			slog.F("elapsed_ms", elapsedMs),
 			slog.Error(ctx.Err()),
 		)
 		return
 	}
-	a.logger.Info(ctx, "handleAction: writing response",
+	logger.Info(ctx, "handleAction: writing response",
 		slog.F("action", action.Action),
 		slog.F("elapsed_ms", elapsedMs),
 	)
@@ -609,6 +612,7 @@ func (a *API) handleRecordingStart(rw http.ResponseWriter, r *http.Request) {
 
 func (a *API) handleRecordingStop(rw http.ResponseWriter, r *http.Request) {
 	ctx := r.Context()
+	logger := a.logger.With(agentchat.Fields(ctx)...)
 
 	recordingID, ok := a.decodeRecordingRequest(rw, r)
 	if !ok {
@@ -661,7 +665,7 @@ func (a *API) handleRecordingStop(rw http.ResponseWriter, r *http.Request) {
 	}()
 
 	if artifact.Size > workspacesdk.MaxRecordingSize {
-		a.logger.Warn(ctx, "recording file exceeds maximum size",
+		logger.Warn(ctx, "recording file exceeds maximum size",
 			slog.F("recording_id", recordingID),
 			slog.F("size", artifact.Size),
 			slog.F("max_size", workspacesdk.MaxRecordingSize),
@@ -677,7 +681,7 @@ func (a *API) handleRecordingStop(rw http.ResponseWriter, r *http.Request) {
 	// rejecting it here avoids streaming a large thumbnail over
 	// the wire for nothing.
 	if artifact.ThumbnailReader != nil && artifact.ThumbnailSize > workspacesdk.MaxThumbnailSize {
-		a.logger.Warn(ctx, "thumbnail file exceeds maximum size, omitting",
+		logger.Warn(ctx, "thumbnail file exceeds maximum size, omitting",
 			slog.F("recording_id", recordingID),
 			slog.F("size", artifact.ThumbnailSize),
 			slog.F("max_size", workspacesdk.MaxThumbnailSize),
@@ -701,13 +705,13 @@ func (a *API) handleRecordingStop(rw http.ResponseWriter, r *http.Request) {
 		"Content-Type": {"video/mp4"},
 	})
 	if err != nil {
-		a.logger.Warn(ctx, "failed to create video multipart part",
+		logger.Warn(ctx, "failed to create video multipart part",
 			slog.F("recording_id", recordingID),
 			slog.Error(err))
 		return
 	}
 	if _, err := io.Copy(videoPart, artifact.Reader); err != nil {
-		a.logger.Warn(ctx, "failed to write video multipart part",
+		logger.Warn(ctx, "failed to write video multipart part",
 			slog.F("recording_id", recordingID),
 			slog.Error(err))
 		return
@@ -719,7 +723,7 @@ func (a *API) handleRecordingStop(rw http.ResponseWriter, r *http.Request) {
 			"Content-Type": {"image/jpeg"},
 		})
 		if err != nil {
-			a.logger.Warn(ctx, "failed to create thumbnail multipart part",
+			logger.Warn(ctx, "failed to create thumbnail multipart part",
 				slog.F("recording_id", recordingID),
 				slog.Error(err))
 			return
diff --git a/agent/x/agentmcp/api.go b/agent/x/agentmcp/api.go
index 9b632f8b9b..d291f7a03d 100644
--- a/agent/x/agentmcp/api.go
+++ b/agent/x/agentmcp/api.go
@@ -8,6 +8,7 @@ import (
 	"github.com/go-chi/chi/v5"
 
 	"cdr.dev/slog/v3"
+	"github.com/coder/coder/v2/agent/agentchat"
 	"github.com/coder/coder/v2/coderd/httpapi"
 	"github.com/coder/coder/v2/codersdk"
 	"github.com/coder/coder/v2/codersdk/workspacesdk"
@@ -52,6 +53,7 @@ func (api *API) Routes() http.Handler {
 // independent of config changes.
 func (api *API) handleListTools(rw http.ResponseWriter, r *http.Request) {
 	ctx := r.Context()
+	logger := api.logger.With(agentchat.Fields(ctx)...)
 
 	// Check config freshness and reload if changed.
 	var reloaded bool
@@ -61,11 +63,11 @@ func (api *API) handleListTools(rw http.ResponseWriter, r *http.Request) {
 			// Categorize the error for operator debugging.
 			switch {
 			case errors.Is(err, context.Canceled):
-				api.logger.Warn(ctx, "mcp reload canceled by caller", slog.Error(err))
+				logger.Warn(ctx, "mcp reload canceled by caller", slog.Error(err))
 			case errors.Is(err, context.DeadlineExceeded):
-				api.logger.Warn(ctx, "mcp reload timed out", slog.Error(err))
+				logger.Warn(ctx, "mcp reload timed out", slog.Error(err))
 			default:
-				api.logger.Warn(ctx, "mcp reload failed", slog.Error(err))
+				logger.Warn(ctx, "mcp reload failed", slog.Error(err))
 			}
 			// Fall through to return whatever tools we have.
 		} else {
@@ -78,7 +80,7 @@ func (api *API) handleListTools(rw http.ResponseWriter, r *http.Request) {
 	// refreshes tools as part of the reload.
 	if r.URL.Query().Get("refresh") == "true" && !reloaded {
 		if err := api.manager.RefreshTools(ctx); err != nil {
-			api.logger.Warn(ctx, "failed to refresh MCP tools", slog.Error(err))
+			logger.Warn(ctx, "failed to refresh MCP tools", slog.Error(err))
 		}
 	}
 
diff --git a/agent/x/agentmcp/manager.go b/agent/x/agentmcp/manager.go
index 94fc1bf0e3..d1ecab31b6 100644
--- a/agent/x/agentmcp/manager.go
+++ b/agent/x/agentmcp/manager.go
@@ -22,6 +22,7 @@ import (
 	tailscalesingleflight "tailscale.com/util/singleflight"
 
 	"cdr.dev/slog/v3"
+	"github.com/coder/coder/v2/agent/agentchat"
 	"github.com/coder/coder/v2/agent/agentexec"
 	"github.com/coder/coder/v2/agent/usershell"
 	"github.com/coder/coder/v2/buildinfo"
@@ -248,7 +249,8 @@ func (m *Manager) doReload(ctx context.Context, mcpConfigFiles []string) error {
 	// Refresh tools outside the lock to avoid blocking
 	// concurrent reads during network I/O.
 	if err := m.RefreshTools(ctx); err != nil {
-		m.logger.Warn(ctx, "failed to refresh MCP tools after connect", slog.Error(err))
+		logger := m.logger.With(agentchat.Fields(ctx)...)
+		logger.Warn(ctx, "failed to refresh MCP tools after connect", slog.Error(err))
 	}
 	return nil
 }
@@ -257,6 +259,8 @@ func (m *Manager) doReload(ctx context.Context, mcpConfigFiles []string) error {
 // list of server configs. Missing files are silently skipped;
 // parse errors are logged and skipped.
 func (m *Manager) parseAndDedup(ctx context.Context, mcpConfigFiles []string) ([]ServerConfig, map[string]fileSnapshot) {
+	logger := m.logger.With(agentchat.Fields(ctx)...)
+
 	// Stat before reading so the snapshot is conservatively old.
 	// If a file changes between stat and read, the snapshot
 	// records the old mtime, SnapshotChanged detects a mismatch
@@ -272,7 +276,7 @@ func (m *Manager) parseAndDedup(ctx context.Context, mcpConfigFiles []string) ([
 			if errors.Is(err, fs.ErrNotExist) {
 				continue
 			}
-			m.logger.Warn(ctx, "failed to parse MCP config",
+			logger.Warn(ctx, "failed to parse MCP config",
 				slog.F("path", configPath),
 				slog.Error(err),
 			)
@@ -334,6 +338,8 @@ func (m *Manager) classifyServers(wanted map[string]ServerConfig) (*serverDiff,
 // connectAll runs connectServer in parallel for the given configs.
 // Failed connects are logged and skipped.
 func (m *Manager) connectAll(ctx context.Context, toConnect []ServerConfig) []connectedServer {
+	logger := m.logger.With(agentchat.Fields(ctx)...)
+
 	var (
 		mu        sync.Mutex
 		connected []connectedServer
@@ -343,7 +349,7 @@ func (m *Manager) connectAll(ctx context.Context, toConnect []ServerConfig) []co
 		eg.Go(func() error {
 			c, err := m.connectServer(ctx, cfg)
 			if err != nil {
-				m.logger.Warn(ctx, "skipping MCP server",
+				logger.Warn(ctx, "skipping MCP server",
 					slog.F("server", cfg.Name),
 					slog.F("transport", cfg.Transport),
 					slog.Error(err),
@@ -481,6 +487,8 @@ func (m *Manager) CallTool(ctx context.Context, req workspacesdk.CallMCPToolRequ
 // existing cached tools for servers that failed, so a single
 // dead server doesn't block updates from healthy ones.
 func (m *Manager) RefreshTools(ctx context.Context) error {
+	logger := m.logger.With(agentchat.Fields(ctx)...)
+
 	// Snapshot servers under read lock.
 	m.mu.RLock()
 	servers := make(map[string]*serverEntry, len(m.servers))
@@ -508,7 +516,7 @@ func (m *Manager) RefreshTools(ctx context.Context) error {
 			result, err := entry.client.ListTools(listCtx, mcp.ListToolsRequest{})
 			cancel()
 			if err != nil {
-				m.logger.Warn(ctx, "failed to list tools from MCP server",
+				logger.Warn(ctx, "failed to list tools from MCP server",
 					slog.F("server", name),
 					slog.Error(err),
 				)
@@ -670,12 +678,14 @@ func (m *Manager) createTransport(ctx context.Context, cfg ServerConfig) (transp
 // updateEnv callback, then merges explicit overrides from the
 // server config on top.
 func (m *Manager) buildEnv(ctx context.Context, explicit map[string]string) []string {
+	logger := m.logger.With(agentchat.Fields(ctx)...)
+
 	env := usershell.SystemEnvInfo{}.Environ()
 	if m.updateEnv != nil {
 		var err error
 		env, err = m.updateEnv(env)
 		if err != nil {
-			m.logger.Warn(ctx, "failed to enrich MCP server environment",
+			logger.Warn(ctx, "failed to enrich MCP server environment",
 				slog.Error(err),
 			)
 			env = usershell.SystemEnvInfo{}.Environ()
diff --git a/coderd/x/chatd/chatd.go b/coderd/x/chatd/chatd.go
index 92837fd28a..e6bc005b8a 100644
--- a/coderd/x/chatd/chatd.go
+++ b/coderd/x/chatd/chatd.go
@@ -905,6 +905,12 @@ func (c *turnWorkspaceContext) getWorkspaceConn(ctx context.Context) (workspaces
 			})
 
 			c.mu.Unlock()
+			c.server.logger.Debug(ctx, "set chat headers on agent conn",
+				slog.F("chat_id", chatSnapshot.ID),
+				slog.F("ancestor_chat_ids", ancestorIDs),
+				slog.F("workspace_id", chatSnapshot.WorkspaceID.UUID),
+				slog.F("agent_id", dialResult.AgentID),
+			)
 			return agentConn, nil
 		}
 		currentConn = c.conn