diff --git a/runners/shared/src/agent-protocol.ts b/runners/shared/src/agent-protocol.ts
index bb4bf8f..44d7c00 100644
--- a/runners/shared/src/agent-protocol.ts
+++ b/runners/shared/src/agent-protocol.ts
@@ -5,7 +5,7 @@ export const IMAGE_TAG_RE =
   /\[Image:\s*(?:(?:[^\]\n]*?)\s*→\s*)?(\/[^\]\n]+)\]/g;
 const IMAGE_TAG_SEGMENT_RE = /\[Image:\s*(?:(.*?)\s*→\s*)?(\/[^\]\n]+)\]/g;
 const IMAGE_EXT_RE = /\.(png|jpe?g|gif|webp|bmp)$/i;
-const MARKDOWN_ABSOLUTE_LINK_RE = /!?\[[^\]\n]*\]\((\/[^)\n]+)\)/g;
+const MARKDOWN_IMAGE_ABSOLUTE_LINK_RE = /!\[[^\]\n]*\]\((\/[^)\n]+)\)/g;
 const MEDIA_TAG_RE =
   /^[ \t]*MEDIA:\s*(?:"([^"\n]+)"|'([^'\n]+)'|`([^`\n]+)`|(\/\S+))[ \t]*$/gm;
 
@@ -158,7 +158,7 @@ export function extractMarkdownImageAttachments(text: string): {
 } {
   const attachments: RunnerOutputAttachment[] = [];
   const cleanText = text.replace(
-    MARKDOWN_ABSOLUTE_LINK_RE,
+    MARKDOWN_IMAGE_ABSOLUTE_LINK_RE,
     (full: string, rawPath: string) => {
       const trimmed = rawPath.trim();
       if (!IMAGE_EXT_RE.test(trimmed)) return full;
diff --git a/runners/shared/test/normalize-agent-output.test.ts b/runners/shared/test/normalize-agent-output.test.ts
index cc09438..586a49c 100644
--- a/runners/shared/test/normalize-agent-output.test.ts
+++ b/runners/shared/test/normalize-agent-output.test.ts
@@ -10,10 +10,11 @@ describe('normalizeAgentOutput', () => {
   it('extracts markdown image attachments without rewriting normal links', () => {
     expect(
       extractMarkdownImageAttachments(
-        '결과입니다.\n![screenshot](/tmp/result.png)\n[code](/tmp/source.ts#L10)',
+        '결과입니다.\n![screenshot](/tmp/result.png)\n[render link](/tmp/render.png)\n[code](/tmp/source.ts#L10)',
       ),
     ).toEqual({
-      cleanText: '결과입니다.\n\n[code](/tmp/source.ts#L10)',
+      cleanText:
+        '결과입니다.\n\n[render link](/tmp/render.png)\n[code](/tmp/source.ts#L10)',
       attachments: [
         {
           path: '/tmp/result.png',
diff --git a/src/channels/discord-attachments.ts b/src/channels/discord-attachments.ts
index c6d798d..0457117 100644
--- a/src/channels/discord-attachments.ts
+++ b/src/channels/discord-attachments.ts
@@ -71,6 +71,15 @@ function formatAttachmentReference(
   return `[${label}: ${att.name || 'file'} → ${filePath}]`;
 }
 
+function formatUnavailableAttachmentReference(
+  label: 'Audio' | 'File' | 'Image' | 'Video',
+  att: Attachment,
+  filePath: string,
+  contentType: string,
+): string {
+  return `[${label} unavailable: ${att.name || 'file'} → ${filePath} — ${contentType} is not loaded as structured model input]`;
+}
+
 function formatBytes(bytes: number): string {
   return `${(bytes / (1024 * 1024)).toFixed(1)} MiB`;
 }
@@ -112,7 +121,15 @@ export async function describeDownloadedAttachment(
     attachmentDefaultExtension(contentType),
   );
   const reference = formatAttachmentReference(label, att, filePath);
-  if (!isTextAttachment(att, contentType)) return reference;
+  if (!isTextAttachment(att, contentType)) {
+    if (label === 'Image') return reference;
+    return formatUnavailableAttachmentReference(
+      label,
+      att,
+      filePath,
+      contentType,
+    );
+  }
 
   let text = fs.readFileSync(filePath, 'utf8');
   const MAX_TEXT_LENGTH = 32_000;
diff --git a/src/channels/discord.test.ts b/src/channels/discord.test.ts
index 78dc8df..b93a03f 100644
--- a/src/channels/discord.test.ts
+++ b/src/channels/discord.test.ts
@@ -648,7 +648,7 @@ describe('attachments', () => {
     );
   });
 
-  it('stores video attachment with local path', async () => {
+  it('stores video attachment with a visible unsupported marker', async () => {
     const opts = createTestOpts();
     const channel = new DiscordChannel('test-token', opts);
     await channel.connect();
@@ -674,12 +674,14 @@ describe('attachments', () => {
     expect(opts.onMessage).toHaveBeenCalledWith(
       'dc:1234567890123456',
       expect.objectContaining({
-        content: expect.stringMatching(/^\[Video: clip\.mp4 → .+\.mp4\]$/),
+        content: expect.stringMatching(
+          /^\[Video unavailable: clip\.mp4 → .+\.mp4 — video\/mp4 is not loaded as structured model input\]$/,
+        ),
       }),
     );
   });
 
-  it('stores file attachment with local path', async () => {
+  it('stores file attachment with a visible unsupported marker', async () => {
     const opts = createTestOpts();
     const channel = new DiscordChannel('test-token', opts);
     await channel.connect();
@@ -705,12 +707,14 @@ describe('attachments', () => {
     expect(opts.onMessage).toHaveBeenCalledWith(
       'dc:1234567890123456',
       expect.objectContaining({
-        content: expect.stringMatching(/^\[File: report\.pdf → .+\.pdf\]$/),
+        content: expect.stringMatching(
+          /^\[File unavailable: report\.pdf → .+\.pdf — application\/pdf is not loaded as structured model input\]$/,
+        ),
       }),
     );
   });
 
-  it('stores zip attachment with local path', async () => {
+  it('stores zip attachment with a visible unsupported marker', async () => {
     const opts = createTestOpts();
     const channel = new DiscordChannel('test-token', opts);
     await channel.connect();
@@ -737,7 +741,7 @@ describe('attachments', () => {
       'dc:1234567890123456',
       expect.objectContaining({
         content: expect.stringMatching(
-          /^\[File: display_latency_atopile_rev09\.zip → .+\.zip\]$/,
+          /^\[File unavailable: display_latency_atopile_rev09\.zip → .+\.zip — application\/zip is not loaded as structured model input\]$/,
         ),
       }),
     );
diff --git a/src/db-attachment-payload.test.ts b/src/db-attachment-payload.test.ts
new file mode 100644
index 0000000..62e4a22
--- /dev/null
+++ b/src/db-attachment-payload.test.ts
@@ -0,0 +1,84 @@
+import { beforeEach, describe, expect, it, vi } from 'vitest';
+
+vi.mock('./logger.js', () => ({
+  logger: {
+    warn: vi.fn(),
+  },
+}));
+
+import { logger } from './logger.js';
+import { parseAttachmentPayload } from './db/work-items.js';
+
+describe('attachment payload parsing', () => {
+  beforeEach(() => {
+    vi.mocked(logger.warn).mockReset();
+  });
+
+  it('logs malformed JSON without throwing or breaking old rows', () => {
+    const attachments = parseAttachmentPayload('{"path":', {
+      table: 'work_items',
+      rowId: 42,
+    });
+
+    expect(attachments).toEqual([]);
+    expect(logger.warn).toHaveBeenCalledWith(
+      expect.objectContaining({
+        table: 'work_items',
+        rowId: 42,
+        reason: 'invalid_json',
+        payloadLength: 8,
+        payloadPreview: '{"path":',
+        err: expect.any(SyntaxError),
+      }),
+      'Ignored malformed attachment payload',
+    );
+  });
+
+  it('logs non-array attachment JSON without throwing', () => {
+    const payload = '{"path":"/tmp/image.png"}';
+    const attachments = parseAttachmentPayload(payload, {
+      table: 'paired_turn_outputs',
+      rowId: 7,
+    });
+
+    expect(attachments).toEqual([]);
+    expect(logger.warn).toHaveBeenCalledWith(
+      expect.objectContaining({
+        table: 'paired_turn_outputs',
+        rowId: 7,
+        reason: 'not_array',
+        payloadLength: payload.length,
+        payloadPreview: payload,
+      }),
+      'Ignored malformed attachment payload',
+    );
+  });
+
+  it('keeps valid attachments while logging malformed entries', () => {
+    const payload = JSON.stringify([
+      { path: '/tmp/image.png', name: 'image.png', mime: 'image/png' },
+      { name: 'missing-path.png' },
+      null,
+    ]);
+
+    const attachments = parseAttachmentPayload(payload, {
+      table: 'work_items',
+      rowId: 43,
+    });
+
+    expect(attachments).toEqual([
+      { path: '/tmp/image.png', name: 'image.png', mime: 'image/png' },
+    ]);
+    expect(logger.warn).toHaveBeenCalledWith(
+      expect.objectContaining({
+        table: 'work_items',
+        rowId: 43,
+        invalidEntryCount: 2,
+        validEntryCount: 1,
+        payloadLength: payload.length,
+        payloadPreview: payload,
+      }),
+      'Ignored invalid attachment payload entries',
+    );
+  });
+});
diff --git a/src/db-room-assignment.test.ts b/src/db-room-assignment.test.ts
new file mode 100644
index 0000000..63e02e7
--- /dev/null
+++ b/src/db-room-assignment.test.ts
@@ -0,0 +1,29 @@
+import { beforeEach, describe, expect, it } from 'vitest';
+
+import { _initTestDatabase, assignRoom, getStoredRoomSettings } from './db.js';
+
+describe('room assignment metadata', () => {
+  beforeEach(() => {
+    _initTestDatabase();
+  });
+
+  it('preserves explicit trigger metadata when assigning a room', () => {
+    const group = assignRoom('dc:triggered-room', {
+      name: 'Triggered Room',
+      roomMode: 'single',
+      ownerAgentType: 'codex',
+      folder: 'triggered-room',
+      trigger: '@Repro',
+      requiresTrigger: true,
+    });
+
+    expect(group).toMatchObject({
+      trigger: '@Repro',
+      requiresTrigger: true,
+    });
+    expect(getStoredRoomSettings('dc:triggered-room')).toMatchObject({
+      trigger: '@Repro',
+      requiresTrigger: true,
+    });
+  });
+});
diff --git a/src/db/paired-turn-outputs.ts b/src/db/paired-turn-outputs.ts
index 58f7562..fac7274 100644
--- a/src/db/paired-turn-outputs.ts
+++ b/src/db/paired-turn-outputs.ts
@@ -73,7 +73,10 @@ function hydratePairedTurnOutputRow(
 ): PairedTurnOutput {
   return {
     ...row,
-    attachments: parseAttachmentPayload(row.attachment_payload),
+    attachments: parseAttachmentPayload(row.attachment_payload, {
+      table: 'paired_turn_outputs',
+      rowId: row.id,
+    }),
   };
 }
 
diff --git a/src/db/rooms.ts b/src/db/rooms.ts
index 940f12b..9cb75e3 100644
--- a/src/db/rooms.ts
+++ b/src/db/rooms.ts
@@ -53,6 +53,8 @@ export interface AssignRoomInput {
   reviewerAgentType?: AgentType;
   arbiterAgentType?: AgentType | null;
   folder?: string;
+  trigger?: string;
+  requiresTrigger?: boolean;
   isMain?: boolean;
   workDir?: string;
   addedAt?: string;
@@ -204,8 +206,9 @@ export function assignRoomInDatabase(
   const snapshot: RoomRegistrationSnapshot = {
     name: input.name,
     folder,
-    triggerPattern: existing?.trigger ?? '',
-    requiresTrigger: existing?.requiresTrigger ?? false,
+    triggerPattern: input.trigger ?? existing?.trigger ?? '',
+    requiresTrigger:
+      input.requiresTrigger ?? existing?.requiresTrigger ?? false,
     isMain: input.isMain ?? existing?.isMain ?? false,
     ownerAgentType,
     workDir: input.workDir ?? existing?.workDir ?? null,
diff --git a/src/db/work-items.ts b/src/db/work-items.ts
index f21b477..093f84a 100644
--- a/src/db/work-items.ts
+++ b/src/db/work-items.ts
@@ -1,6 +1,7 @@
 import { Database } from 'bun:sqlite';
 
 import { SERVICE_SESSION_SCOPE, normalizeServiceId } from '../config.js';
+import { logger } from '../logger.js';
 import {
   inferAgentTypeFromServiceShadow,
   inferRoleFromServiceShadow,
@@ -101,31 +102,102 @@ function hydrateWorkItemRow(row: StoredWorkItemRow): WorkItem {
     ...row,
     agent_type: agentType,
     service_id: readStoredWorkItemServiceId(row),
-    attachments: parseAttachmentPayload(row.attachment_payload),
+    attachments: parseAttachmentPayload(row.attachment_payload, {
+      table: 'work_items',
+      rowId: row.id,
+    }),
   };
 }
 
+export interface AttachmentPayloadContext {
+  table?: string;
+  rowId?: string | number;
+}
+
+function payloadPreview(payload: string): string {
+  return payload.length > 200 ? `${payload.slice(0, 200)}...` : payload;
+}
+
+function isAttachmentPayloadEntry(
+  item: unknown,
+): item is { path: string; name?: unknown; mime?: unknown } {
+  return (
+    item !== null &&
+    typeof item === 'object' &&
+    !Array.isArray(item) &&
+    typeof (item as { path?: unknown }).path === 'string'
+  );
+}
+
+function logMalformedAttachmentPayload(args: {
+  payload: string;
+  context?: AttachmentPayloadContext;
+  reason: string;
+  err?: unknown;
+}): void {
+  logger.warn(
+    {
+      ...args.context,
+      reason: args.reason,
+      payloadLength: args.payload.length,
+      payloadPreview: payloadPreview(args.payload),
+      ...(args.err ? { err: args.err } : {}),
+    },
+    'Ignored malformed attachment payload',
+  );
+}
+
 export function parseAttachmentPayload(
   payload: string | null | undefined,
+  context?: AttachmentPayloadContext,
 ): OutboundAttachment[] {
   if (!payload) return [];
   try {
     const parsed = JSON.parse(payload) as unknown;
-    if (!Array.isArray(parsed)) return [];
-    return parsed
-      .filter(
-        (item): item is OutboundAttachment =>
-          item !== null &&
-          typeof item === 'object' &&
-          !Array.isArray(item) &&
-          typeof (item as { path?: unknown }).path === 'string',
-      )
-      .map((item) => ({
-        path: item.path,
-        ...(typeof item.name === 'string' ? { name: item.name } : {}),
-        ...(typeof item.mime === 'string' ? { mime: item.mime } : {}),
-      }));
-  } catch {
+    if (!Array.isArray(parsed)) {
+      logMalformedAttachmentPayload({
+        payload,
+        context,
+        reason: 'not_array',
+      });
+      return [];
+    }
+
+    const attachments: OutboundAttachment[] = [];
+    let invalidEntryCount = 0;
+    for (const item of parsed) {
+      if (isAttachmentPayloadEntry(item)) {
+        attachments.push({
+          path: item.path,
+          ...(typeof item.name === 'string' ? { name: item.name } : {}),
+          ...(typeof item.mime === 'string' ? { mime: item.mime } : {}),
+        });
+      } else {
+        invalidEntryCount += 1;
+      }
+    }
+
+    if (invalidEntryCount > 0) {
+      logger.warn(
+        {
+          ...context,
+          invalidEntryCount,
+          validEntryCount: attachments.length,
+          payloadLength: payload.length,
+          payloadPreview: payloadPreview(payload),
+        },
+        'Ignored invalid attachment payload entries',
+      );
+    }
+
+    return attachments;
+  } catch (err) {
+    logMalformedAttachmentPayload({
+      payload,
+      context,
+      reason: 'invalid_json',
+      err,
+    });
     return [];
   }
 }
diff --git a/src/ipc-auth.test.ts b/src/ipc-auth.test.ts
index cc8b019..981d49e 100644
--- a/src/ipc-auth.test.ts
+++ b/src/ipc-auth.test.ts
@@ -1106,6 +1106,31 @@ describe('assign_room success', () => {
     expect(group!.folder).toBe('new-group');
   });
 
+  it('assign_room persists trigger metadata through IPC', async () => {
+    await processTaskIpc(
+      {
+        type: 'assign_room',
+        jid: 'triggered@g.us',
+        name: 'Triggered Group',
+        folder: 'triggered-group',
+        trigger: '@Repro',
+        requiresTrigger: true,
+      },
+      'whatsapp_main',
+      true,
+      deps,
+    );
+
+    expect(getStoredRoomSettings('triggered@g.us')).toMatchObject({
+      trigger: '@Repro',
+      requiresTrigger: true,
+    });
+    expect(getRegisteredGroup('triggered@g.us')).toMatchObject({
+      trigger: '@Repro',
+      requiresTrigger: true,
+    });
+  });
+
   it('assign_room auto-fills missing folder for single rooms without exposing trigger metadata', async () => {
     await processTaskIpc(
       {
diff --git a/src/ipc-task-processor/rooms.ts b/src/ipc-task-processor/rooms.ts
index b182ec5..66d9c57 100644
--- a/src/ipc-task-processor/rooms.ts
+++ b/src/ipc-task-processor/rooms.ts
@@ -35,6 +35,8 @@ export function handleAssignRoom(
     reviewerAgentType: data.reviewer_agent_type,
     arbiterAgentType: data.arbiter_agent_type,
     folder: data.folder,
+    trigger: data.trigger,
+    requiresTrigger: data.requiresTrigger,
     isMain: data.isMain,
     workDir: data.workDir,
   });
@@ -66,6 +68,23 @@ function validateAssignRoomRequest(
     );
     return { ok: false };
   }
+  if (data.trigger !== undefined && typeof data.trigger !== 'string') {
+    logger.warn(
+      { sourceGroup, trigger: data.trigger },
+      'Invalid assign_room request - trigger must be a string',
+    );
+    return { ok: false };
+  }
+  if (
+    data.requiresTrigger !== undefined &&
+    typeof data.requiresTrigger !== 'boolean'
+  ) {
+    logger.warn(
+      { sourceGroup, requiresTrigger: data.requiresTrigger },
+      'Invalid assign_room request - requiresTrigger must be a boolean',
+    );
+    return { ok: false };
+  }
   if (data.room_mode !== undefined && !isRoomMode(data.room_mode)) {
     logger.warn(
       { sourceGroup, roomMode: data.room_mode },
diff --git a/src/ipc-types.ts b/src/ipc-types.ts
index 691e86b..e923422 100644
--- a/src/ipc-types.ts
+++ b/src/ipc-types.ts
@@ -131,6 +131,8 @@ export interface TaskIpcPayload {
   jid?: string;
   name?: string;
   folder?: string;
+  trigger?: string;
+  requiresTrigger?: boolean;
   room_mode?: RoomMode;
   owner_agent_type?: AgentType;
   reviewer_agent_type?: AgentType;
diff --git a/src/message-runtime-prompts.test.ts b/src/message-runtime-prompts.test.ts
index e2cbdc7..42b1727 100644
--- a/src/message-runtime-prompts.test.ts
+++ b/src/message-runtime-prompts.test.ts
@@ -170,6 +170,33 @@ describe('message-runtime-prompts output-only context', () => {
     );
   });
 
+  it('makes non-image turn attachments visibly unavailable instead of implying inspection', () => {
+    const prompt = buildReviewerPendingPrompt({
+      chatJid: 'group@test',
+      timezone: 'UTC',
+      turnOutputs: [
+        makeTurnOutput('TASK_DONE\nPDF 증거 첨부', 'owner', {
+          turn_number: 1,
+          created_at: '2026-04-20T02:00:00.000Z',
+          attachments: [
+            {
+              path: '/tmp/report.pdf',
+              name: 'report.pdf',
+              mime: 'application/pdf',
+            },
+          ],
+        }),
+      ],
+      recentHumanMessages: [],
+      lastHumanMessage: null,
+      taskCreatedAt: '2026-04-20T01:00:00.000Z',
+    });
+
+    expect(prompt).toContain(
+      '[Attachment unavailable: report.pdf → /tmp/report.pdf — application/pdf is not loaded as structured model input]',
+    );
+  });
+
   it('includes current task user scope in reviewer pending prompts without pulling older human messages', () => {
     const prompt = buildReviewerPendingPrompt({
       chatJid: 'group@test',
diff --git a/src/message-runtime-prompts.ts b/src/message-runtime-prompts.ts
index 21675a5..7f38ee4 100644
--- a/src/message-runtime-prompts.ts
+++ b/src/message-runtime-prompts.ts
@@ -25,6 +25,14 @@ function attachmentLabel(attachment: OutboundAttachment): string {
   return attachment.name?.trim() || attachment.path.split('/').at(-1) || 'file';
 }
 
+function nonImageAttachmentReason(attachment: OutboundAttachment): string {
+  const mime = attachment.mime?.trim();
+  if (mime) {
+    return `${mime} is not loaded as structured model input`;
+  }
+  return 'non-image attachment is not loaded as structured model input';
+}
+
 function formatTurnOutputAttachmentContext(
   attachments: OutboundAttachment[] | undefined,
 ): string {
@@ -33,7 +41,9 @@ function formatTurnOutputAttachmentContext(
     const label = attachmentLabel(attachment);
     return isImageAttachment(attachment)
       ? `[Image: ${label} → ${attachment.path}]`
-      : `[Attachment: ${label} → ${attachment.path}]`;
+      : `[Attachment unavailable: ${label} → ${attachment.path} — ${nonImageAttachmentReason(
+          attachment,
+        )}]`;
   });
   return `\n\nAttached evidence from this turn:\n${lines.join('\n')}`;
 }