Unify SMTP2GO email and SMS into one webhook URL.

Classify payloads on /webhooks/smtp2go/ so one SMTP2GO webhook covers both channels under the 10-webhook limit; keep /email/ and /sms/ as aliases and harden SMS event matching.

.env.example

@@ -42,8 +42,8 @@ DEFAULT_FROM_EMAIL=noreply@mkdrealtor.com
 # For real SMTP2GO delivery locally, uncomment:
 # EMAIL_BACKEND=django.core.mail.backends.smtp.EmailBackend
 SMTP2GO_SMS_API_KEY=
-# Shared secret for email + SMS webhooks.
+# Shared secret for the unified SMTP2GO webhook (email + SMS).
-# In SMTP2GO: Authorization header = Bearer, value = this secret.
+# In SMTP2GO: one webhook URL …/webhooks/smtp2go/ ; Authorization = Bearer + this secret.
 SMTP2GO_WEBHOOK_SECRET=
 
 # Postcards — PCM Integrations (DirectMail API v3)

site/messaging/README.md

@@ -4,8 +4,8 @@ Campaign compose/send, SMTP2GO email + SMS, PCM Integrations postcards, and deli
 
 ## SMTP2GO webhook setup
 
-Campaign report page polls provider events every 10s. Create **two** webhooks in
+Campaign report page polls provider events every 10s. Create **one** SMTP2GO
-SMTP2GO → **Settings → Webhooks** (email and SMS stay separate).
+webhook (email + SMS share a URL — paid plans cap at 10 webhooks).
 
 ### Auth (`SMTP2GO_WEBHOOK_SECRET`)
 
@@ -14,35 +14,39 @@ SMTP2GO → **Settings → Webhooks** (email and SMS stay separate).
    (do not leave it as “None”).
 3. Fallback: `?token=<SMTP2GO_WEBHOOK_SECRET>` on the webhook URL also works.
 
-### Email webhook
+### Unified email + SMS webhook
 
 | Field | Value |
 |-------|--------|
-| URL | `https://mkdrealtor.com/portal/messaging/webhooks/email/` |
+| URL | `https://mkdrealtor.com/portal/messaging/webhooks/smtp2go/` |
 | Authorization header | **Bearer** + `SMTP2GO_WEBHOOK_SECRET` |
 | Output type | JSON |
+| Users | email SMTP user(s) **and** the SMS API key (`SMTP2GO_SMS_API_KEY`) |
 | Email events | processed, bounced, rejected, spam, delivered, unsub/resub, opened, clicked |
 | Email headers | `X-Monica-Message-Id` |
-| SMS events | leave unchecked |
+| SMS events | Submitted, Sending, Delivered, Failed, Rejected (and Opt-out if shown) |
 
-`X-Monica-Message-Id` is set on every campaign email send and is required so webhook
+The handler classifies each POST from the payload (`sms_*` / `destination_number`
-events match the correct recipient row. Invalid / missing header values no longer
+→ SMS; `rcpt` / `email_id` / `X-Monica-Message-Id` → email; inbound `text=STOP`
-500 the endpoint (SMTP2GO “Test this webhook” often sends a sample non-UUID).
+without `event` → SMS opt-out).
+
+`X-Monica-Message-Id` is set on every campaign email send and is required so email
+webhook events match the correct recipient row. Invalid / missing header values
+no longer 500 the endpoint (SMTP2GO “Test this webhook” often sends a sample
+non-UUID).
+
+SMS correlation uses `message_id` (SMS id), then `destination_number` phone
+fallback. Do **not** treat webhook `id` as the SMS id.
+
+**Opt-out:** SMTP2GO auto-handles replies `STOP` / `UNSUB` / `UNSUBSCRIBE`.
+This endpoint also accepts inbound POSTs without an `event` field
+(`text=STOP`, `from=…`) and opts the contact out of SMS. Later sends to
+opted-out numbers are typically `sms_rejected`.
 
 Beta / other hosts: swap the hostname, keep the path.
 
-### SMS webhook (separate)
+Legacy aliases (same handler): `/portal/messaging/webhooks/email/` and
-
+`/portal/messaging/webhooks/sms/` — prefer `/smtp2go/` for new configs.
-| Field | Value |
-|-------|--------|
-| URL | `https://mkdrealtor.com/portal/messaging/webhooks/sms/` |
-| Authorization header | **Bearer** + same `SMTP2GO_WEBHOOK_SECRET` |
-| Output type | JSON |
-| Email events | leave unchecked |
-| SMS events | Submitted, Sending, Delivered, Failed, Rejected, Opt-out |
-
-This endpoint also accepts inbound reply POSTs (`text=STOP`, `from=…`) and opts the
-contact out of SMS.
 
 ## PCM Integrations (postcards)
 
@@ -119,8 +123,9 @@ PCM_RETURN_ADDRESS={…}
 
 | Path | Purpose |
 |------|---------|
-| `POST /portal/messaging/webhooks/email/` | Email delivery / open / click / bounce / … |
+| `POST /portal/messaging/webhooks/smtp2go/` | Unified SMTP2GO email + SMS (+ inbound STOP) |
-| `POST /portal/messaging/webhooks/sms/` | SMS delivery events + inbound STOP |
+| `POST /portal/messaging/webhooks/email/` | Legacy alias → same as `/smtp2go/` |
+| `POST /portal/messaging/webhooks/sms/` | Legacy alias → same as `/smtp2go/` |
 | `POST /portal/messaging/webhooks/postcard/` | PCM order / mail tracking events |
 | `GET /portal/messaging/campaigns/<id>/status.json` | Live stats for the campaign report UI |
 | `GET /portal/messaging/postcard/` | PCM designer iframe |

site/messaging/providers/sms/smtp2go.py

@@ -37,9 +37,13 @@ def send_sms(message) -> str:
     )
     response.raise_for_status()
     data = response.json() if response.content else {}
-    # SMTP2GO returns varying shapes; store a useful id when present.
+    # Prefer SMS id fields used on webhooks (`message_id` / `sms_id`).
+    nested = data.get("data") if isinstance(data.get("data"), dict) else {}
     return str(
-        data.get("data", {}).get("sms_id")
+        nested.get("sms_id")
+        or nested.get("message_id")
+        or data.get("sms_id")
+        or data.get("message_id")
         or data.get("request_id")
         or f"sms-{message.pk}"
     )

site/messaging/tests.py

@@ -630,6 +630,116 @@ class Smtp2goSmsWebhookTests(TestCase):
         self.message.refresh_from_db()
         self.assertEqual(self.message.status, Message.Status.FAILED)
 
+    def test_sms_short_event_name_delivered(self):
+        """API sms_events use short names; body may omit sms_ prefix."""
+        url = reverse("messaging:sms_webhook")
+        import json
+
+        response = self.client.post(
+            url,
+            data=json.dumps(
+                {
+                    "event": "delivered",
+                    "message_id": "sms-provider-99",
+                    "destination_number": "5550142291",
+                }
+            ),
+            content_type="application/json",
+        )
+        self.assertEqual(response.status_code, 200)
+        self.message.refresh_from_db()
+        self.assertEqual(self.message.status, Message.Status.DELIVERED)
+        self.assertTrue(
+            ProviderEvent.objects.filter(
+                message=self.message, event_type="sms_delivered"
+            ).exists()
+        )
+
+    def test_sms_ui_label_and_form_encoded(self):
+        url = reverse("messaging:sms_webhook")
+        self.message.status = Message.Status.QUEUED
+        self.message.save(update_fields=["status"])
+        response = self.client.post(
+            url,
+            data={
+                "event": "Submitted",
+                "message_id": "sms-provider-99",
+                "destination_number": "5550142291",
+            },
+        )
+        self.assertEqual(response.status_code, 200)
+        self.message.refresh_from_db()
+        self.assertEqual(self.message.status, Message.Status.SENT)
+        self.assertTrue(
+            ProviderEvent.objects.filter(
+                message=self.message, event_type="sms_submitted"
+            ).exists()
+        )
+
+    def test_sms_rejected_marks_failed(self):
+        url = reverse("messaging:sms_webhook")
+        import json
+
+        response = self.client.post(
+            url,
+            data=json.dumps(
+                {
+                    "event": "sms_rejected",
+                    "message_id": "sms-provider-99",
+                    "destination_number": "5550142291",
+                    "status_code": "blocked",
+                }
+            ),
+            content_type="application/json",
+        )
+        self.assertEqual(response.status_code, 200)
+        self.message.refresh_from_db()
+        self.assertEqual(self.message.status, Message.Status.FAILED)
+
+    def test_sms_webhook_id_is_not_used_as_message_id(self):
+        """Docs: `id` is the webhook notification id, not the SMS id."""
+        url = reverse("messaging:sms_webhook")
+        import json
+
+        response = self.client.post(
+            url,
+            data=json.dumps(
+                {
+                    "event": "sms_delivered",
+                    "id": "sms-provider-99",
+                    "destination_number": "19999999999",
+                }
+            ),
+            content_type="application/json",
+        )
+        self.assertEqual(response.status_code, 200)
+        self.message.refresh_from_db()
+        self.assertEqual(self.message.status, Message.Status.SENT)
+        self.assertTrue(
+            ProviderEvent.objects.filter(
+                message=None, event_type="sms_delivered"
+            ).exists()
+        )
+
+    def test_sms_opt_out_unmatched_suppresses_by_phone(self):
+        url = reverse("messaging:sms_webhook")
+        import json
+
+        self.message.delete()
+        response = self.client.post(
+            url,
+            data=json.dumps(
+                {
+                    "event": "opt-out",
+                    "message_id": "unknown",
+                    "destination_number": "+15550142291",
+                }
+            ),
+            content_type="application/json",
+        )
+        self.assertEqual(response.status_code, 200)
+        self.assertFalse(contact_may_receive(self.contact, Channel.SMS))
+
     def test_inbound_stop_still_works(self):
         url = reverse("messaging:sms_webhook")
         response = self.client.post(
@@ -638,6 +748,14 @@ class Smtp2goSmsWebhookTests(TestCase):
         self.assertEqual(response.status_code, 200)
         self.assertFalse(contact_may_receive(self.contact, Channel.SMS))
 
+    def test_inbound_unsub_keyword(self):
+        url = reverse("messaging:sms_webhook")
+        response = self.client.post(
+            url, {"from": "5550142291", "text": "UNSUB"}
+        )
+        self.assertEqual(response.status_code, 200)
+        self.assertFalse(contact_may_receive(self.contact, Channel.SMS))
+
     def test_sms_webhook_requires_bearer_when_secret_set(self):
         url = reverse("messaging:sms_webhook")
         import json
@@ -663,6 +781,141 @@ class Smtp2goSmsWebhookTests(TestCase):
             self.assertEqual(ok.status_code, 200)
 
 
+class UnifiedSmtp2goWebhookTests(TestCase):
+    def setUp(self):
+        self.client = Client()
+        self.email_contact = Contact.objects.create(
+            email="pat@example.com",
+            first_name="Pat",
+        )
+        set_channel_consent(
+            self.email_contact, Channel.EMAIL, opted_in=True, reason="test"
+        )
+        self.email_campaign = create_campaign_draft(
+            name="Unified email",
+            audience=Campaign.Audience.EMAIL_OPT_IN,
+            subject="Hello",
+            body="Body",
+        )
+        self.email_message = self.email_campaign.messages.get()
+        self.email_message.status = Message.Status.SENT
+        self.email_message.save(update_fields=["status"])
+
+        self.sms_contact = Contact.objects.create(
+            email="sms.pat@example.com",
+            phone="+15550142291",
+            first_name="Pat",
+        )
+        set_channel_consent(
+            self.sms_contact, Channel.SMS, opted_in=True, reason="test"
+        )
+        self.sms_campaign = create_campaign_draft(
+            name="Unified SMS",
+            audience=Campaign.Audience.SMS_OPT_IN,
+            subject="",
+            body="Hi",
+        )
+        self.sms_message = self.sms_campaign.messages.get()
+        self.sms_message.status = Message.Status.SENT
+        self.sms_message.provider_message_id = "sms-unified-1"
+        self.sms_message.save()
+
+    def test_classify_helpers(self):
+        from messaging.webhooks import classify_smtp2go_payload
+
+        self.assertEqual(
+            classify_smtp2go_payload({"from": "555", "text": "STOP"}),
+            "sms_inbound",
+        )
+        self.assertEqual(
+            classify_smtp2go_payload(
+                {"event": "sms_delivered", "message_id": "x"}
+            ),
+            "sms",
+        )
+        self.assertEqual(
+            classify_smtp2go_payload(
+                {
+                    "event": "delivered",
+                    "destination_number": "5550142291",
+                    "message_id": "x",
+                }
+            ),
+            "sms",
+        )
+        self.assertEqual(
+            classify_smtp2go_payload(
+                {
+                    "event": "delivered",
+                    "rcpt": "pat@example.com",
+                    "email_id": "e1",
+                }
+            ),
+            "email",
+        )
+        self.assertEqual(
+            classify_smtp2go_payload({"event": "click", "rcpt": "a@b.c"}),
+            "email",
+        )
+
+    def test_unified_url_routes_email_and_sms(self):
+        import json
+
+        url = reverse("messaging:smtp2go_webhook")
+        email_resp = self.client.post(
+            url,
+            data=json.dumps(
+                {
+                    "event": "click",
+                    "rcpt": "pat@example.com",
+                    "X-Monica-Message-Id": str(self.email_message.pk),
+                }
+            ),
+            content_type="application/json",
+        )
+        self.assertEqual(email_resp.status_code, 200)
+        self.assertEqual(email_resp.json()["channel"], "email")
+        self.email_message.refresh_from_db()
+        self.assertEqual(self.email_message.status, Message.Status.CLICKED)
+
+        sms_resp = self.client.post(
+            url,
+            data=json.dumps(
+                {
+                    "event": "sms_delivered",
+                    "message_id": "sms-unified-1",
+                    "destination_number": "5550142291",
+                }
+            ),
+            content_type="application/json",
+        )
+        self.assertEqual(sms_resp.status_code, 200)
+        self.assertEqual(sms_resp.json()["channel"], "sms")
+        self.sms_message.refresh_from_db()
+        self.assertEqual(self.sms_message.status, Message.Status.DELIVERED)
+
+    def test_legacy_email_path_still_accepts_sms(self):
+        """Legacy /email/ alias is the unified handler."""
+        import json
+
+        url = reverse("messaging:email_webhook")
+        response = self.client.post(
+            url,
+            data=json.dumps(
+                {
+                    "event": "delivered",
+                    "message_id": "sms-unified-1",
+                    "destination_number": "5550142291",
+                }
+            ),
+            content_type="application/json",
+        )
+        self.assertEqual(response.status_code, 200)
+        self.assertEqual(response.json()["channel"], "sms")
+        self.sms_message.refresh_from_db()
+        self.assertEqual(self.sms_message.status, Message.Status.DELIVERED)
+
+
 class PcmPostcardWebhookTests(TestCase):
     def setUp(self):
         self.client = Client()

site/messaging/urls.py

@@ -44,6 +44,8 @@ urlpatterns = [
         views.postcard_design_save,
         name="postcard_design_save",
     ),
+    path("webhooks/smtp2go/", views.smtp2go_webhook, name="smtp2go_webhook"),
+    # Legacy aliases — same unified SMTP2GO handler.
     path("webhooks/sms/", views.sms_webhook, name="sms_webhook"),
     path("webhooks/email/", views.email_webhook, name="email_webhook"),
     path(

site/messaging/views.py

@@ -39,7 +39,7 @@ from messaging.webhooks import (
     PROVIDER_PCM,
     PROVIDER_SMS,
     campaign_engagement_stats,
-    is_inbound_sms_stop,
+    classify_smtp2go_payload,
     parse_webhook_payload,
     process_pcm_postcard_webhook,
     process_smtp2go_email_webhook,
@@ -248,13 +248,13 @@ def _events_provider_filter(campaign: Campaign) -> tuple[list[str], str, str]:
             [PROVIDER_SMS],
             "Recent SMTP2GO events",
             "No webhook events yet. SMTP2GO must POST SMS events to "
-            "<code>/portal/messaging/webhooks/sms/</code>.",
+            "<code>/portal/messaging/webhooks/smtp2go/</code>.",
         )
     return (
         [PROVIDER_EMAIL],
         "Recent SMTP2GO events",
         "No webhook events yet. SMTP2GO must POST opens/clicks to "
-        "<code>/portal/messaging/webhooks/email/</code> "
+        "<code>/portal/messaging/webhooks/smtp2go/</code> "
         "(see messaging README). SMTP2GO’s own “Clicked” feed does not fill "
         "this table by itself.",
     )
@@ -863,33 +863,44 @@ def postcard_webhook(request):
 
 @csrf_exempt
 @require_POST
-def sms_webhook(request):
+def smtp2go_webhook(request):
     """
-    SMTP2GO SMS webhook — delivery status events + inbound STOP replies.
+    Unified SMTP2GO webhook — email + SMS events + inbound STOP replies.
 
-    Configure a *separate* webhook in SMTP2GO → Settings → Webhooks:
+    One SMTP2GO webhook URL (paid plans cap at 10 webhooks):
-      URL: https://<host>/portal/messaging/webhooks/sms/
+
+      URL: https://<host>/portal/messaging/webhooks/smtp2go/
       Authorization header: Bearer  + value = SMTP2GO_WEBHOOK_SECRET
       Output type: JSON
-      SMS events: Submitted, Sending, Delivered, Failed, Rejected, Opt-out
+      Users: email SMTP user(s) *and* the SMS API key used to send
-      (leave Email events unchecked on this webhook)
+      Email events: all delivery/engagement boxes
+      Email headers: X-Monica-Message-Id
+      SMS events: Submitted, Sending, Delivered, Failed, Rejected (Opt-out if shown)
 
-    Inbound gateway POSTs without ``event`` (text=STOP, from=…) still opt out.
+    Legacy aliases ``/webhooks/email/`` and ``/webhooks/sms/`` hit this same view.
+    Payload shape selects the processor (email vs sms_* vs inbound STOP).
     """
-    channel = "sms"
+    # Log/auth before parsing so request.body stays readable (HMAC + Grafana dump).
-    _log_webhook_request(request, channel=channel)
+    _log_webhook_request(request, channel="smtp2go")
     if not _webhook_authorized(
         request, secret=settings.SMTP2GO_WEBHOOK_SECRET or ""
     ):
-        _log_webhook_auth_failed(request, channel=channel)
+        _log_webhook_auth_failed(request, channel="smtp2go")
         return HttpResponseForbidden("invalid webhook token")
 
     payload = parse_webhook_payload(request)
     if not payload:
         payload = request.POST.dict() or {}
 
-    # Inbound reply (STOP) — different payload shape than delivery events.
+    kind = classify_smtp2go_payload(payload)
-    if is_inbound_sms_stop(payload):
+    channel = {
+        "sms_inbound": "sms",
+        "sms": "sms",
+        "email": "email",
+    }.get(kind, "smtp2go")
+    logger.info("webhook_classified channel=%s kind=%s", channel, kind)
+
+    if kind == "sms_inbound":
         phone = (
             payload.get("from")
             or payload.get("phone")
@@ -904,56 +915,43 @@ def sms_webhook(request):
             stopped,
             phone,
         )
-        return JsonResponse({"ok": True, "opt_out": stopped})
+        return JsonResponse({"ok": True, "channel": "sms", "opt_out": stopped})
 
-    try:
+    if kind == "unknown":
-        event = process_smtp2go_sms_webhook(payload)
+        logger.warning(
-    except Exception as exc:  # noqa: BLE001
+            "webhook_unmatched channel=smtp2go unrecognized_payload keys=%s",
-        logger.exception("SMTP2GO SMS webhook processing failed")
+            sorted(str(k) for k in payload.keys()),
-        _log_webhook_result(channel=channel, error=str(exc))
+        )
-        return JsonResponse({"ok": False, "error": "processing_failed"}, status=200)
-    _log_webhook_result(channel=channel, event=event)
         return JsonResponse(
-        {
+            {"ok": False, "error": "unrecognized_payload", "channel": None},
-            "ok": True,
+            status=200,
-            "matched": bool(event and event.message_id),
-            "event_id": event.pk if event else None,
-        }
         )
 
-
-@csrf_exempt
-@require_POST
-def email_webhook(request):
-    """
-    SMTP2GO email event webhook (delivered / open / click / bounce / …).
-
-    Configure in SMTP2GO → Settings → Webhooks:
-      URL: https://<host>/portal/messaging/webhooks/email/
-      Authorization header: Bearer  + value = SMTP2GO_WEBHOOK_SECRET
-      Output type: JSON
-      Email events: all delivery/engagement boxes
-      Email headers: X-Monica-Message-Id
-    """
-    channel = "email"
-    _log_webhook_request(request, channel=channel)
-    if not _webhook_authorized(
-        request, secret=settings.SMTP2GO_WEBHOOK_SECRET or ""
-    ):
-        _log_webhook_auth_failed(request, channel=channel)
-        return HttpResponseForbidden("invalid webhook token")
-    payload = parse_webhook_payload(request)
     try:
+        if kind == "sms":
+            event = process_smtp2go_sms_webhook(payload)
+        else:
             event = process_smtp2go_email_webhook(payload)
     except Exception as exc:  # noqa: BLE001 — never 500 SMTP2GO (they retry for 48h)
-        logger.exception("SMTP2GO email webhook processing failed")
+        logger.exception("SMTP2GO %s webhook processing failed", kind)
         _log_webhook_result(channel=channel, error=str(exc))
-        return JsonResponse({"ok": False, "error": "processing_failed"}, status=200)
+        return JsonResponse(
+            {"ok": False, "error": "processing_failed", "channel": channel},
+            status=200,
+        )
+
     _log_webhook_result(channel=channel, event=event)
     return JsonResponse(
         {
             "ok": True,
+            "channel": channel,
             "matched": bool(event and event.message_id),
             "event_id": event.pk if event else None,
         }
     )
+
+
+# Legacy path names — same unified handler (keep SMTP2GO configs working).
+email_webhook = smtp2go_webhook
+sms_webhook = smtp2go_webhook
+

site/messaging/webhooks.py

@@ -68,6 +68,21 @@ _EMAIL_EVENT_ALIASES = {
     "resubscribed": "resubscribe",
 }
 
+# API sms_events use short names (delivered); webhook body often uses sms_delivered.
+# UI test labels / Opt-Out may arrive without the sms_ prefix.
+_SMS_EVENT_ALIASES = {
+    "submitted": "sms_submitted",
+    "sending": "sms_sending",
+    "delivered": "sms_delivered",
+    "failed": "sms_failed",
+    "rejected": "sms_rejected",
+    "opt_out": "sms_opt_out",
+    "optout": "sms_opt_out",
+    "sms_optout": "sms_opt_out",
+}
+
+_SMS_OPT_OUT_EVENTS = frozenset({"sms_opt_out"})
+
 
 def _as_str(value: Any) -> str:
     """Coerce webhook field values to a stripped string (lists / None safe)."""
@@ -98,6 +113,12 @@ def _normalize_email_event(event: str) -> str:
     return _EMAIL_EVENT_ALIASES.get(event, event)
 
 
+def _normalize_sms_event(event: str) -> str:
+    """Map UI / short API names to docs canonical sms_* event strings."""
+    event = (event or "").strip().lower().replace("-", "_").replace(" ", "_")
+    return _SMS_EVENT_ALIASES.get(event, event)
+
+
 def parse_webhook_payload(request: HttpRequest) -> dict[str, Any]:
     """Accept JSON or form-encoded SMTP2GO webhook bodies."""
     content_type = (request.content_type or "").lower()
@@ -362,14 +383,13 @@ def normalize_phone(value: str) -> str:
     return "".join(ch for ch in (value or "") if ch.isdigit())
 
 
+def _sms_provider_message_id(payload: dict[str, Any]) -> str:
+    """SMS unique id from docs (`message_id`). Never use webhook `id`."""
+    return _as_str(payload.get("message_id") or payload.get("sms_id"))
+
+
 def find_message_for_sms_event(payload: dict[str, Any]) -> Message | None:
-    provider_id = (
+    provider_id = _sms_provider_message_id(payload)
-        payload.get("message_id")
-        or payload.get("sms_id")
-        or payload.get("id")
-        or ""
-    )
-    provider_id = str(provider_id).strip()
     if provider_id:
         message = (
             Message.objects.select_related("contact", "campaign")
@@ -379,14 +399,15 @@ def find_message_for_sms_event(payload: dict[str, Any]) -> Message | None:
         if message:
             return message
 
+    # Outbound delivery events use destination_number (recipient).
+    # Do not use source_number / from — those are the pool or inbound reply.
     raw_phone = (
         payload.get("destination_number")
         or payload.get("to")
         or payload.get("phone")
-        or payload.get("from")
         or ""
     )
-    digits = normalize_phone(str(raw_phone))
+    digits = normalize_phone(_as_str(raw_phone))
     if len(digits) < 7:
         return None
 
@@ -411,6 +432,7 @@ def find_message_for_sms_event(payload: dict[str, Any]) -> Message | None:
                 Message.Status.SENT,
                 Message.Status.DELIVERED,
                 Message.Status.FAILED,
+                Message.Status.SUPPRESSED,
             ],
         )
         .order_by("-sent_at", "-updated_at")
@@ -419,19 +441,14 @@ def find_message_for_sms_event(payload: dict[str, Any]) -> Message | None:
 
 
 def _apply_sms_event(message: Message, event: str, payload: dict[str, Any]) -> None:
-    event = (event or "").strip().lower().replace("-", "_")
+    event = _normalize_sms_event(event)
-    err = (
+    err = _as_str(
         payload.get("message")
         or payload.get("status_code")
         or payload.get("context")
-        or ""
     )
-    err = str(err).strip()
 
-    provider_id = (
+    provider_id = _sms_provider_message_id(payload)
-        payload.get("message_id") or payload.get("sms_id") or ""
-    )
-    provider_id = str(provider_id).strip()
     if provider_id and message.provider_message_id != provider_id:
         message.provider_message_id = provider_id
         message.provider = PROVIDER_SMS
@@ -439,16 +456,16 @@ def _apply_sms_event(message: Message, event: str, payload: dict[str, Any]) -> N
             update_fields=["provider_message_id", "provider", "updated_at"]
         )
 
-    if event in {"sms_sending", "sending", "sms_submitted", "submitted"}:
+    if event in {"sms_sending", "sms_submitted"}:
         if message.status in {Message.Status.QUEUED, Message.Status.DRAFT}:
             _maybe_upgrade_status(message, Message.Status.SENT)
         return
 
-    if event in {"sms_delivered", "delivered"}:
+    if event == "sms_delivered":
         _maybe_upgrade_status(message, Message.Status.DELIVERED)
         return
 
-    if event in {"sms_failed", "failed", "sms_rejected", "rejected"}:
+    if event in {"sms_failed", "sms_rejected"}:
         _maybe_upgrade_status(
             message,
             Message.Status.FAILED,
@@ -456,7 +473,7 @@ def _apply_sms_event(message: Message, event: str, payload: dict[str, Any]) -> N
         )
         return
 
-    if event in {"sms_opt_out", "opt_out", "optout"}:
+    if event in _SMS_OPT_OUT_EVENTS:
         _maybe_upgrade_status(
             message, Message.Status.SUPPRESSED, error="sms opt-out"
         )
@@ -471,7 +488,7 @@ def _apply_sms_event(message: Message, event: str, payload: dict[str, Any]) -> N
 
 def process_smtp2go_sms_webhook(payload: dict[str, Any]) -> ProviderEvent | None:
     """Persist SMS delivery/opt-out ProviderEvent and update Message when matched."""
-    event = (payload.get("event") or "").strip().lower()
+    event = _normalize_sms_event(_as_str(payload.get("event")))
     if not event:
         logger.warning("SMTP2GO SMS webhook missing event: %s", payload)
         return None
@@ -482,17 +499,16 @@ def process_smtp2go_sms_webhook(payload: dict[str, Any]) -> ProviderEvent | None
         message.refresh_from_db()
     else:
         # Opt-out with no matched campaign message still suppresses by phone.
-        if event.replace("-", "_") in {"sms_opt_out", "opt_out", "optout"}:
+        if event in _SMS_OPT_OUT_EVENTS:
-            phone = (
+            phone = _as_str(
                 payload.get("destination_number")
                 or payload.get("from")
                 or payload.get("source_number")
-                or ""
             )
             if phone:
                 from messaging.services import record_sms_stop
 
-                record_sms_stop(str(phone))
+                record_sms_stop(phone)
         logger.info(
             "SMTP2GO SMS webhook unmatched event=%s phone=%s message_id=%s",
             event,
@@ -503,23 +519,102 @@ def process_smtp2go_sms_webhook(payload: dict[str, Any]) -> ProviderEvent | None
     return ProviderEvent.objects.create(
         message=message,
         provider=PROVIDER_SMS,
-        event_type=event,
+        event_type=event[:64],
-        payload=payload,
+        payload=_json_safe(payload) if isinstance(payload, dict) else {},
     )
 
 
 def is_inbound_sms_stop(payload: dict[str, Any]) -> bool:
-    """True for gateway-style inbound reply payloads (STOP / UNSUBSCRIBE)."""
+    """True for gateway-style inbound reply payloads (STOP / UNSUBSCRIBE).
+
+    SMTP2GO auto-handles STOP/UNSUB/UNSUBSCRIBE replies; this catches the
+    inbound gateway POST shape (no ``event`` field) when configured to
+    forward replies. Prefer this over relying on a webhook Opt-Out event —
+    the API ``sms_events`` list does not include opt-out.
+    """
     if payload.get("event"):
         return False
-    text = (
+    text = _as_str(
         payload.get("text")
         or payload.get("message")
         or payload.get("message_content")
-        or ""
+    ).upper()
+    return text in {"STOP", "UNSUBSCRIBE", "UNSUB", "CANCEL", "END", "QUIT"}
+
+
+def classify_smtp2go_payload(payload: dict[str, Any]) -> str:
+    """
+    Decide email vs SMS vs inbound STOP for a unified SMTP2GO webhook URL.
+
+    Returns one of: ``sms_inbound``, ``sms``, ``email``, ``unknown``.
+    """
+    if not isinstance(payload, dict) or not payload:
+        return "unknown"
+
+    if is_inbound_sms_stop(payload):
+        return "sms_inbound"
+
+    raw = _as_str(payload.get("event")).lower().replace("-", "_").replace(" ", "_")
+    if not raw:
+        return "unknown"
+
+    # Explicit SMS forms (docs sms_* + API/UI short names that are SMS-only).
+    if raw.startswith("sms_") or raw in {
+        "submitted",
+        "sending",
+        "opt_out",
+        "optout",
+    }:
+        return "sms"
+
+    email_event = _normalize_email_event(raw)
+    if email_event in {
+        "processed",
+        "open",
+        "click",
+        "bounce",
+        "spam",
+        "unsubscribe",
+        "resubscribe",
+    }:
+        return "email"
+
+    has_dest = bool(_as_str(payload.get("destination_number")))
+    has_rcpt = bool(_as_str(payload.get("rcpt")))
+    has_email_id = bool(
+        _as_str(payload.get("email_id") or payload.get("email-id"))
     )
-    text = str(text).strip().upper()
+    has_monica = bool(extract_monica_message_id(payload))
-    return text in {"STOP", "UNSUBSCRIBE", "CANCEL", "END", "QUIT"}
+    has_from_address = bool(_as_str(payload.get("from_address")))
+    has_sms_id = bool(_as_str(payload.get("message_id") or payload.get("sms_id")))
+    has_sms_body = bool(
+        _as_str(payload.get("message_content") or payload.get("source_number"))
+    )
+
+    email_leaning = has_rcpt or has_email_id or has_monica or has_from_address
+    sms_leaning = has_dest or has_sms_body or (
+        has_sms_id and not email_leaning
+    )
+
+    # Ambiguous short names shared by email + SMS API lists.
+    if raw in {"delivered", "failed", "rejected", "reject"}:
+        if sms_leaning and not email_leaning:
+            return "sms"
+        if email_leaning:
+            return "email"
+        # Bare reject without fields → email docs name; rejected alone → sms lean default
+        if raw == "reject":
+            return "email"
+        if raw == "rejected":
+            return "sms"
+        return "email"
+
+    if email_leaning:
+        return "email"
+    if sms_leaning:
+        return "sms"
+    # Default: email (historical primary SMTP2GO traffic).
+    return "email"
 
 
 def _pcm_event_type(payload: dict[str, Any]) -> str: