diff --git a/server/cmd/server/issuesync_listeners.go b/server/cmd/server/issuesync_listeners.go
index eae717dac69..63f6f76c2c0 100644
--- a/server/cmd/server/issuesync_listeners.go
+++ b/server/cmd/server/issuesync_listeners.go
@@ -152,13 +152,19 @@ func enqueueIssueOutbox(ctx context.Context, queries *db.Queries, engine *issues
 // enqueueCommentOutbox mirrors a local comment to every source that mirrors
 // the parent issue. The author label (member/agent display name) is resolved
 // here so the outbox worker doesn't re-fetch user rows at dispatch time.
+//
+// Comment payloads arrive in two shapes:
+//   - handler.CommentResponse from the HTTP CreateComment/UpdateComment path
+//   - map[string]any from TaskService.createAgentComment (agent task fallback
+//     and system failure comments). The map form must be accepted or agent
+//     comments never reach external trackers (Jira/GitHub/GitLab).
 func enqueueCommentOutbox(ctx context.Context, queries *db.Queries, engine *issuesync.Engine, e events.Event) {
 	payload, ok := e.Payload.(map[string]any)
 	if !ok {
 		return
 	}
-	comment, ok := payload["comment"].(handler.CommentResponse)
-	if !ok || comment.ID == "" {
+	comment, ok := extractCommentFields(payload["comment"])
+	if !ok {
 		return
 	}
 	issueID, err := util.ParseUUID(comment.IssueID)
@@ -195,6 +201,33 @@ func enqueueCommentOutbox(ctx context.Context, queries *db.Queries, engine *issu
 	}
 }
 
+// extractCommentFields normalizes a comment payload that may be either a
+// handler.CommentResponse (HTTP path) or a map[string]any (TaskService
+// createAgentComment path) into the fields needed for outbound enqueue.
+func extractCommentFields(v any) (handler.CommentResponse, bool) {
+	switch c := v.(type) {
+	case handler.CommentResponse:
+		if c.ID == "" || c.IssueID == "" {
+			return handler.CommentResponse{}, false
+		}
+		return c, true
+	case map[string]any:
+		comment := handler.CommentResponse{}
+		comment.ID, _ = c["id"].(string)
+		comment.IssueID, _ = c["issue_id"].(string)
+		comment.AuthorType, _ = c["author_type"].(string)
+		comment.AuthorID, _ = c["author_id"].(string)
+		comment.Content, _ = c["content"].(string)
+		comment.Type, _ = c["type"].(string)
+		if comment.ID == "" || comment.IssueID == "" {
+			return handler.CommentResponse{}, false
+		}
+		return comment, true
+	default:
+		return handler.CommentResponse{}, false
+	}
+}
+
 // resolveAuthorLabel returns a display name for the comment author so the
 // mirrored comment keeps attribution ("Jane (via Multica): ..."). Empty when
 // the author is a system account or the lookup fails — the outbox then omits
diff --git a/server/cmd/server/issuesync_listeners_test.go b/server/cmd/server/issuesync_listeners_test.go
new file mode 100644
index 00000000000..890d408e50d
--- /dev/null
+++ b/server/cmd/server/issuesync_listeners_test.go
@@ -0,0 +1,283 @@
+package main
+
+import (
+	"context"
+	"encoding/json"
+	"testing"
+
+	"github.com/google/uuid"
+	"github.com/multica-ai/multica/server/internal/events"
+	"github.com/multica-ai/multica/server/internal/handler"
+	"github.com/multica-ai/multica/server/internal/integrations/issuesync"
+	"github.com/multica-ai/multica/server/internal/util"
+	db "github.com/multica-ai/multica/server/pkg/db/generated"
+	"github.com/multica-ai/multica/server/pkg/protocol"
+)
+
+// TestExtractCommentFields_AgentMapPayload pins the dual-shape contract shared
+// with notification/subscriber listeners: TaskService.createAgentComment
+// publishes comment as map[string]any, while HTTP CreateComment uses
+// handler.CommentResponse. Outbound Jira/GitHub/GitLab sync must accept both.
+func TestExtractCommentFields_AgentMapPayload(t *testing.T) {
+	commentID := "11111111-1111-1111-1111-111111111111"
+	issueID := "22222222-2222-2222-2222-222222222222"
+	agentID := "33333333-3333-3333-3333-333333333333"
+
+	got, ok := extractCommentFields(map[string]any{
+		"id":          commentID,
+		"issue_id":    issueID,
+		"author_type": "agent",
+		"author_id":   agentID,
+		"content":     "fixed the login redirect",
+		"type":        "comment",
+	})
+	if !ok {
+		t.Fatal("expected agent map payload to extract")
+	}
+	if got.ID != commentID || got.IssueID != issueID {
+		t.Fatalf("ids = %q/%q, want %q/%q", got.ID, got.IssueID, commentID, issueID)
+	}
+	if got.AuthorType != "agent" || got.AuthorID != agentID {
+		t.Fatalf("author = %q/%q, want agent/%q", got.AuthorType, got.AuthorID, agentID)
+	}
+	if got.Content != "fixed the login redirect" {
+		t.Fatalf("content = %q", got.Content)
+	}
+}
+
+func TestExtractCommentFields_CommentResponse(t *testing.T) {
+	got, ok := extractCommentFields(handler.CommentResponse{
+		ID:         "aaaaaaaa-aaaa-aaaa-aaaa-aaaaaaaaaaaa",
+		IssueID:    "bbbbbbbb-bbbb-bbbb-bbbb-bbbbbbbbbbbb",
+		AuthorType: "member",
+		AuthorID:   "cccccccc-cccc-cccc-cccc-cccccccccccc",
+		Content:    "looks good",
+		Type:       "comment",
+	})
+	if !ok {
+		t.Fatal("expected CommentResponse to extract")
+	}
+	if got.AuthorType != "member" || got.Content != "looks good" {
+		t.Fatalf("got author=%q content=%q", got.AuthorType, got.Content)
+	}
+}
+
+func TestExtractCommentFields_RejectsEmpty(t *testing.T) {
+	if _, ok := extractCommentFields(map[string]any{"content": "no ids"}); ok {
+		t.Fatal("expected empty id map to be rejected")
+	}
+	if _, ok := extractCommentFields(handler.CommentResponse{Content: "no ids"}); ok {
+		t.Fatal("expected empty CommentResponse to be rejected")
+	}
+	if _, ok := extractCommentFields("not a comment"); ok {
+		t.Fatal("expected non-comment value to be rejected")
+	}
+}
+
+// TestIssueSync_AgentMapCommentEnqueuesPushComment is the end-to-end
+// regression for ANT-500: agent comments published via TaskService as
+// map[string]any must enqueue issue_sync_outbox push_comment rows, same as
+// member comments that travel as handler.CommentResponse.
+func TestIssueSync_AgentMapCommentEnqueuesPushComment(t *testing.T) {
+	if testPool == nil {
+		t.Skip("database not available")
+	}
+	ctx := context.Background()
+	// Older / partially-migrated environments may not have issue sync tables yet.
+	var hasSourceTable bool
+	if err := testPool.QueryRow(ctx, `
+		SELECT EXISTS (
+			SELECT 1 FROM information_schema.tables
+			WHERE table_schema = 'public' AND table_name = 'issue_sync_source'
+		)
+	`).Scan(&hasSourceTable); err != nil || !hasSourceTable {
+		t.Skip("issue_sync_source table not available")
+	}
+	queries := db.New(testPool)
+	engine := &issuesync.Engine{Queries: queries}
+
+	projectID, issueID, sourceID, agentID, commentID := seedIssueSyncCommentFixture(t)
+	t.Cleanup(func() {
+		_, _ = testPool.Exec(ctx, `DELETE FROM issue_sync_outbox WHERE issue_id = $1`, issueID)
+		_, _ = testPool.Exec(ctx, `DELETE FROM external_issue_link WHERE issue_id = $1`, issueID)
+		_, _ = testPool.Exec(ctx, `DELETE FROM comment WHERE id = $1`, commentID)
+		_, _ = testPool.Exec(ctx, `DELETE FROM issue_sync_source WHERE id = $1`, sourceID)
+		_, _ = testPool.Exec(ctx, `DELETE FROM issue WHERE id = $1`, issueID)
+		_, _ = testPool.Exec(ctx, `DELETE FROM project WHERE id = $1`, projectID)
+		_, _ = testPool.Exec(ctx, `DELETE FROM agent WHERE id = $1`, agentID)
+	})
+
+	bus := events.New()
+	registerIssueSyncListeners(bus, queries, engine)
+
+	// Agent task path: map payload (the shape that previously dropped silently).
+	bus.Publish(events.Event{
+		Type:        protocol.EventCommentCreated,
+		WorkspaceID: testWorkspaceID,
+		ActorType:   "agent",
+		ActorID:     agentID,
+		Payload: map[string]any{
+			"comment": map[string]any{
+				"id":          commentID,
+				"issue_id":    issueID,
+				"author_type": "agent",
+				"author_id":   agentID,
+				"content":     "agent result comment",
+				"type":        "comment",
+			},
+			"issue_title":  "sync fixture",
+			"issue_status": "todo",
+		},
+	})
+
+	assertPushCommentEnqueued(t, issueID, commentID, "Grok")
+
+	// Clear outbox and re-publish via HTTP CommentResponse shape to prove
+	// the dual path still works after the map fix.
+	if _, err := testPool.Exec(ctx, `DELETE FROM issue_sync_outbox WHERE issue_id = $1`, issueID); err != nil {
+		t.Fatalf("clear outbox: %v", err)
+	}
+	bus.Publish(events.Event{
+		Type:        protocol.EventCommentCreated,
+		WorkspaceID: testWorkspaceID,
+		ActorType:   "member",
+		ActorID:     testUserID,
+		Payload: map[string]any{
+			"comment": handler.CommentResponse{
+				ID:         commentID,
+				IssueID:    issueID,
+				AuthorType: "member",
+				AuthorID:   testUserID,
+				Content:    "member follow-up",
+				Type:       "comment",
+			},
+		},
+	})
+	assertPushCommentEnqueued(t, issueID, commentID, "Integration Tester")
+}
+func seedIssueSyncCommentFixture(t *testing.T) (projectID, issueID, sourceID, agentID, commentID string) {
+	t.Helper()
+	ctx := context.Background()
+	queries := db.New(testPool)
+
+	if err := testPool.QueryRow(ctx, `
+		INSERT INTO project (workspace_id, title, status, priority)
+		VALUES ($1, 'issuesync comment fixture', 'planned', 'none')
+		RETURNING id::text
+	`, testWorkspaceID).Scan(&projectID); err != nil {
+		t.Fatalf("seed project: %v", err)
+	}
+
+	if err := testPool.QueryRow(ctx, `
+		INSERT INTO issue (workspace_id, project_id, title, status, priority, creator_type, creator_id, position, number)
+		VALUES ($1, $2, 'sync fixture', 'todo', 'medium', 'member', $3, 0,
+		        (SELECT COALESCE(MAX(number), 0) + 1 FROM issue WHERE workspace_id = $1))
+		RETURNING id::text
+	`, testWorkspaceID, projectID, testUserID).Scan(&issueID); err != nil {
+		t.Fatalf("seed issue: %v", err)
+	}
+
+	var runtimeID string
+	if err := testPool.QueryRow(ctx, `
+		INSERT INTO agent_runtime (
+			workspace_id, daemon_id, name, runtime_mode, provider, status,
+			device_info, metadata, last_seen_at
+		)
+		VALUES ($1, NULL, 'issuesync fixture runtime', 'local', 'mul-ant500', 'offline', '{}'::jsonb, '{}'::jsonb, now())
+		RETURNING id::text
+	`, testWorkspaceID).Scan(&runtimeID); err != nil {
+		// Older schemas used different provider/device columns; fall back to a
+		// minimal shape if the full insert fails in this environment.
+		if err2 := testPool.QueryRow(ctx, `
+			INSERT INTO agent_runtime (workspace_id, name, runtime_mode, status, device_info, metadata, last_seen_at)
+			VALUES ($1, 'issuesync fixture runtime', 'local', 'offline', '{}'::jsonb, '{}'::jsonb, now())
+			RETURNING id::text
+		`, testWorkspaceID).Scan(&runtimeID); err2 != nil {
+			t.Fatalf("seed runtime: %v / %v", err, err2)
+		}
+	}
+	t.Cleanup(func() {
+		_, _ = testPool.Exec(context.Background(), `DELETE FROM agent_runtime WHERE id = $1`, runtimeID)
+	})
+
+	if err := testPool.QueryRow(ctx, `
+		INSERT INTO agent (
+			workspace_id, name, description, runtime_mode, runtime_config,
+			runtime_id, visibility, max_concurrent_tasks, owner_id
+		)
+		VALUES ($1, 'Grok', 'issuesync agent fixture', 'local', '{}'::jsonb, $2, 'workspace', 1, $3)
+		RETURNING id::text
+	`, testWorkspaceID, runtimeID, testUserID).Scan(&agentID); err != nil {
+		t.Fatalf("seed agent: %v", err)
+	}
+
+	if err := testPool.QueryRow(ctx, `
+		INSERT INTO comment (issue_id, workspace_id, author_type, author_id, content, type)
+		VALUES ($1, $2, 'agent', $3, 'agent result comment', 'comment')
+		RETURNING id::text
+	`, issueID, testWorkspaceID, agentID).Scan(&commentID); err != nil {
+		t.Fatalf("seed comment: %v", err)
+	}
+
+	connID := uuid.New()
+	src, err := queries.CreateIssueSyncSource(ctx, db.CreateIssueSyncSourceParams{
+		WorkspaceID:   util.MustParseUUID(testWorkspaceID),
+		ProjectID:     util.MustParseUUID(projectID),
+		Provider:      "jira",
+		ConnectionID:  util.MustParseUUID(connID.String()),
+		ExternalRef:   []byte(`{"project_id":"10001","key":"ANT"}`),
+		ExternalKey:   "ANT",
+		StatusMapping: []byte(`{}`),
+		PushDefault:   true,
+		CreatedBy:     util.MustParseUUID(testUserID),
+	})
+	if err != nil {
+		t.Fatalf("seed sync source: %v", err)
+	}
+	sourceID = util.UUIDToString(src.ID)
+
+	if _, err := queries.CreateExternalIssueLink(ctx, db.CreateExternalIssueLinkParams{
+		WorkspaceID:    util.MustParseUUID(testWorkspaceID),
+		IssueID:        util.MustParseUUID(issueID),
+		SyncSourceID:   src.ID,
+		ExternalID:     "10042",
+		ExternalKey:    "ANT-42",
+		WebUrl:         "https://example.atlassian.net/browse/ANT-42",
+		LastPushedHash: "",
+	}); err != nil {
+		t.Fatalf("seed external link: %v", err)
+	}
+	return projectID, issueID, sourceID, agentID, commentID
+}
+
+func assertPushCommentEnqueued(t *testing.T, issueID, commentID, wantAuthorLabel string) {
+	t.Helper()
+	var op string
+	var payload []byte
+	err := testPool.QueryRow(context.Background(), `
+		SELECT op, payload
+		FROM issue_sync_outbox
+		WHERE issue_id = $1
+		ORDER BY created_at DESC
+		LIMIT 1
+	`, issueID).Scan(&op, &payload)
+	if err != nil {
+		t.Fatalf("load outbox row: %v", err)
+	}
+	if op != "push_comment" {
+		t.Fatalf("op = %q, want push_comment", op)
+	}
+	var body struct {
+		CommentID   string `json:"comment_id"`
+		AuthorLabel string `json:"author_label"`
+	}
+	if err := json.Unmarshal(payload, &body); err != nil {
+		t.Fatalf("decode payload: %v", err)
+	}
+	if body.CommentID != commentID {
+		t.Fatalf("comment_id = %q, want %q", body.CommentID, commentID)
+	}
+	if body.AuthorLabel != wantAuthorLabel {
+		t.Fatalf("author_label = %q, want %q", body.AuthorLabel, wantAuthorLabel)
+	}
+}