diff --git a/docs/BOX-API-SPEC.md b/docs/BOX-API-SPEC.md
index 4d7bb84..5d5f3f9 100644
--- a/docs/BOX-API-SPEC.md
+++ b/docs/BOX-API-SPEC.md
@@ -528,3 +528,117 @@ API equivalent:
 The UI teaches the API. Agents learn by watching UI actions, then automate
 via API directly. This is how we "teach and learn to schedule" — the UI
 is the classroom, the API is the workshop.
+
+## Confirmation System
+
+API requests must result in DMs, and DMs must result in confirmations.
+Fire-and-forget is not enough for critical operations.
+
+### The Problem
+
+Currently:
+```
+Agent → API POST /timers → Server sends DM → Done
+```
+
+The DM being sent is treated as "working". But:
+- Did the agent receive it?
+- Did the agent act on it?
+- Did the action succeed?
+
+We need explicit confirmations, not just "DM was sent".
+
+### Confirmation Flow
+
+```
+1. Agent → API: POST /api/box/timers {job_yaml}
+                    ↓
+2. Server: Generate request_id, store pending
+                    ↓
+3. Server → Agent (DM): [REQ {request_id}] Timer creation requested...
+                    ↓
+4. Agent: Processes request
+                    ↓
+5. Agent → Server (DM): [CONFIRM {request_id}] Timer created: job-foo.timer
+                    ↓
+6. Server: Mark confirmed, log to audit
+```
+
+If step 5 doesn't happen within timeout:
+- Retry the DM (up to 3x)
+- Then mark as `UNCONFIRMED` and alert
+
+### Confirmation DM Format
+
+**Request (server → agent):**
+```
+[REQ a1b2c3d4] Create timer: job-board-watch
+Details: schedule=*/5 * * * *, agent=muse
+Reply with [CONFIRM a1b2c3d4] when done.
+```
+
+**Confirmation (agent → server):**
+```
+[CONFIRM a1b2c3d4] Timer job-board-watch.timer created and active.
+```
+
+**Failure:**
+```
+[CONFIRM a1b2c3d4] FAILED: Invalid schedule format
+```
+
+### API Response with Confirmation Tracking
+
+When an API request triggers a DM, the response includes the request ID
+for tracking:
+
+```json
+{
+  "request_id": "a1b2c3d4",
+  "status": "pending",
+  "dm_sent": true,
+  "confirmation_url": "/api/box/requests/a1b2c3d4"
+}
+```
+
+**Check confirmation status:**
+```
+GET /api/box/requests/{request_id}
+```
+
+```json
+{
+  "request_id": "a1b2c3d4",
+  "status": "confirmed",  // pending | confirmed | failed | timeout
+  "created_at": "2026-10-04T02:30:00Z",
+  "confirmed_at": "2026-10-04T02:30:15Z",
+  "attempts": 1
+}
+```
+
+### Pending Request Sweeper
+
+A background job (every minute) checks for unconfirmed requests:
+- If `now - created_at > timeout` (default 5m) and status is `pending`:
+  - Retry DM (if attempts < 3)
+  - Else mark `timeout`, log to audit, optionally alert
+
+### When to Require Confirmation
+
+Not all API calls need it. Use confirmation for:
+- ✅ Timer create/delete (critical, hard to undo)
+- ✅ Job trigger (should verify it started)
+- ❌ Timer list (read-only, no side effects)
+- ❌ Job status check (read-only)
+
+**Rule:** If the API call has side effects (creates, deletes, modifies),
+it requires confirmation. Reads do not.
+
+### Integration with JOB System
+
+The JOB system already uses `[JOB id]` → `[RESULT id]`. This is a specific
+case of the general confirmation pattern:
+- `[JOB id]` = `[REQ id]` with type=job
+- `[RESULT id]` = `[CONFIRM id]` with result data
+
+The confirmation system generalizes this to all API-triggered DMs.