ingest: Use timestamp-based filenames for WhatsApp files

WhatsApp files arrive with empty or non-descriptive body fields. Rather
than falling back to generic names like "image.jpg" or "document.pdf",
generate names from the event timestamp:

  whatsapp_YYYY-MM-DD_HH-MM-SS.jpg
  whatsapp_YYYY-MM-DD_HH-MM-SS.pdf

If the body contains text (e.g. a caption), it is prepended:

  Test - whatsapp_2026-03-11_23-35-13.pdf

Files whose body already ends in the correct extension are used as-is.

.env.example

@@ -7,6 +7,8 @@ MATRIX_ROOM_ID=!roomid:jeena.net
 PAPERLESS_URL=https://paperless.jeena.net
 PAPERLESS_TOKEN=your_paperless_api_token
 PAPERLESS_INBOX_TAG_ID=1
+# Optional: assign uploaded documents to this Paperless user ID
+# PAPERLESS_OWNER_ID=7
 
 # Optional: path to the SQLite state database (default: state.db next to the script)
 DB_PATH=state.db

ingest.py

@@ -43,8 +43,7 @@ class _SSLSMTPHandler(logging.handlers.SMTPHandler):
     def emit(self, record: logging.LogRecord) -> None:
         import smtplib
         try:
-            host, port = self.mailhost
+            with smtplib.SMTP_SSL(self.mailhost, self.mailport) as smtp:
-            with smtplib.SMTP_SSL(host, port) as smtp:
                 smtp.login(self.username, self.password)
                 msg = self.format(record)
                 smtp.sendmail(self.fromaddr, self.toaddrs,
@@ -82,6 +81,9 @@ MATRIX_ROOM_ID = os.environ["MATRIX_ROOM_ID"]
 PAPERLESS_URL = os.environ["PAPERLESS_URL"].rstrip("/")
 PAPERLESS_TOKEN = os.environ["PAPERLESS_TOKEN"]
 PAPERLESS_INBOX_TAG_ID = int(os.environ["PAPERLESS_INBOX_TAG_ID"])
+PAPERLESS_OWNER_ID: Optional[int] = (
+    int(os.environ["PAPERLESS_OWNER_ID"]) if os.environ.get("PAPERLESS_OWNER_ID") else None
+)
 
 DB_PATH = os.environ.get("DB_PATH", "state.db")
 UPTIME_KUMA_PUSH_URL = os.environ.get("UPTIME_KUMA_PUSH_URL")
@@ -204,36 +206,54 @@ def _bad_event_encrypted_file_info(event: BadEvent) -> Optional[dict]:
 
 def is_supported_file(event) -> bool:
     if isinstance(event, RoomMessageFile):
-        return (event.body or "").lower().endswith(".pdf")
+        return True  # validate magic bytes later; body may be empty (e.g. WhatsApp bridge)
     if isinstance(event, RoomMessageImage):
-        return (event.body or "").lower().endswith((".jpg", ".jpeg"))
+        return True  # validate magic bytes later; body may be empty (e.g. WhatsApp bridge)
     if isinstance(event, BadEvent):
         return _bad_event_encrypted_file_info(event) is not None
     return False
 
 
-def extract_event_fields(event) -> tuple[str, str, str, Optional[str]]:
+def _whatsapp_filename(ts_ms: int, is_pdf: bool, body: str) -> str:
-    """Returns (event_id, filename, mxc_url, encryption_info_json_or_None)."""
+    """Generate a filename from the event timestamp, optionally prefixed with the body text."""
+    from datetime import datetime, timezone
+    dt = datetime.fromtimestamp(ts_ms / 1000, tz=timezone.utc)
+    stamp = dt.strftime("%Y-%m-%d_%H-%M-%S")
+    ext = ".pdf" if is_pdf else ".jpg"
+    base = f"whatsapp_{stamp}{ext}"
+    if body:
+        return f"{body} - {base}"
+    return base
+
+
+def extract_event_fields(event) -> tuple[str, str, str, Optional[str], bool]:
+    """Returns (event_id, filename, mxc_url, encryption_info_json_or_None, is_pdf)."""
     if isinstance(event, BadEvent):
         content = event.source.get("content", {})
-        filename = content.get("body", "unknown")
+        body = content.get("body", "")
         file_info = content.get("file", {})
-        return event.event_id, filename, file_info["url"], json.dumps(file_info)
+        is_pdf = content.get("msgtype") == "m.file"
-    return event.event_id, event.body, event.url, None
+        ext = ".pdf" if is_pdf else ".jpg"
+        filename = body if body.lower().endswith(ext) else _whatsapp_filename(event.server_timestamp, is_pdf, body)
+        return event.event_id, filename, file_info["url"], json.dumps(file_info), is_pdf
+    is_pdf = isinstance(event, RoomMessageFile)
+    ext = ".pdf" if is_pdf else ".jpg"
+    body = event.body or ""
+    filename = body if body.lower().endswith(ext) else _whatsapp_filename(event.server_timestamp, is_pdf, body)
+    return event.event_id, filename, event.url, None, is_pdf
 
 
-def content_type_for(filename: str) -> str:
+def content_type_for(is_pdf: bool) -> str:
-    return "application/pdf" if filename.lower().endswith(".pdf") else "image/jpeg"
+    return "application/pdf" if is_pdf else "image/jpeg"
 
 
-def validate_file(path: Path, filename: str) -> None:
+def validate_file(path: Path, filename: str, is_pdf: bool) -> None:
-    """Raise ValueError if the file doesn't look like the format its name claims."""
+    """Raise ValueError if the file content doesn't match the expected format."""
     data = path.read_bytes()[:8]
-    if filename.lower().endswith(".pdf"):
+    if is_pdf:
         if not data.startswith(b"%PDF"):
             raise ValueError(f"File does not start with %PDF magic bytes: {filename}")
     else:
-        # JPEG: starts with FF D8 FF
         if not data[:3] == b"\xff\xd8\xff":
             raise ValueError(f"File does not start with JPEG magic bytes: {filename}")
 
@@ -243,10 +263,11 @@ def validate_file(path: Path, filename: str) -> None:
 # ---------------------------------------------------------------------------
 
 class PaperlessClient:
-    def __init__(self, base_url: str, token: str, inbox_tag_id: int) -> None:
+    def __init__(self, base_url: str, token: str, inbox_tag_id: int, owner_id: Optional[int] = None) -> None:
         self.base_url = base_url
         self.headers = {"Authorization": f"Token {token}"}
         self.inbox_tag_id = inbox_tag_id
+        self.owner_id = owner_id
 
     async def find_by_checksum(self, checksum: str) -> Optional[int]:
         """Return the Paperless document ID if the checksum already exists."""
@@ -315,6 +336,17 @@ class PaperlessClient:
 
         raise RuntimeError(f"Paperless task {task_id} timed out after {PAPERLESS_TASK_TIMEOUT}s")
 
+    async def set_owner(self, doc_id: int, owner_id: int) -> None:
+        """Set the owner of a document."""
+        async with httpx.AsyncClient() as client:
+            r = await client.patch(
+                f"{self.base_url}/api/documents/{doc_id}/",
+                headers=self.headers,
+                json={"owner": owner_id},
+                timeout=30,
+            )
+            r.raise_for_status()
+
 
 # ---------------------------------------------------------------------------
 # Core processing
@@ -325,6 +357,7 @@ async def process_event(
     filename: str,
     mxc_url: str,
     encryption_info: Optional[str],
+    is_pdf: bool,
     matrix_client: AsyncClient,
     db: aiosqlite.Connection,
     paperless: PaperlessClient,
@@ -357,8 +390,13 @@ async def process_event(
             else:
                 tmp.write(dl.body)
 
-        # Validate the file looks like what it claims to be
+        # Validate the file looks like what it claims to be; skip unsupported formats
-        validate_file(tmp_path, filename)
+        try:
+            validate_file(tmp_path, filename, is_pdf)
+        except ValueError as exc:
+            log.info("Skipping unsupported file %s: %s", filename, exc)
+            await upsert_event(db, event_id, filename, mxc_url, "skipped", encryption_info)
+            return
 
         # Deduplicate against Paperless by content checksum
         checksum = hashlib.md5(tmp_path.read_bytes()).hexdigest()
@@ -370,7 +408,7 @@ async def process_event(
             return
 
         # Upload and wait for Paperless to confirm it landed
-        task_id = await paperless.upload(filename, tmp_path, content_type_for(filename))
+        task_id = await paperless.upload(filename, tmp_path, content_type_for(is_pdf))
         log.info("Uploaded %s → waiting for Paperless task %s", filename, task_id)
         doc_id = await paperless.wait_for_task(task_id)
 
@@ -381,6 +419,9 @@ async def process_event(
                                encryption_info, checksum)
         else:
             log.info("Confirmed in Paperless as document id=%d: %s", doc_id, filename)
+            if paperless.owner_id is not None:
+                await paperless.set_owner(doc_id, paperless.owner_id)
+                log.info("Set owner of document id=%d to user id=%d", doc_id, paperless.owner_id)
             await upsert_event(db, event_id, filename, mxc_url, "uploaded",
                                encryption_info, checksum, doc_id)
 
@@ -417,6 +458,8 @@ async def catchup_history(
     log.info("Starting historical catchup...")
     token = start_token
     total = 0
+    batches = 0
+    events_seen = 0
 
     while True:
         response = await matrix_client.room_messages(
@@ -430,12 +473,15 @@ async def catchup_history(
             log.error("room_messages error: %s", response)
             break
 
+        batches += 1
+        events_seen += len(response.chunk)
+
         for event in response.chunk:
             if is_supported_file(event):
                 total += 1
-                event_id, filename, mxc_url, enc_info = extract_event_fields(event)
+                event_id, filename, mxc_url, enc_info, is_pdf = extract_event_fields(event)
                 await process_event(
-                    event_id, filename, mxc_url, enc_info,
+                    event_id, filename, mxc_url, enc_info, is_pdf,
                     matrix_client, db, paperless,
                 )
 
@@ -443,7 +489,10 @@ async def catchup_history(
             break
         token = response.end
 
-    log.info("Historical catchup complete — processed %d file event(s).", total)
+    log.info(
+        "Historical catchup complete — processed %d file event(s) across %d batches (%d total events).",
+        total, batches, events_seen,
+    )
 
 
 # ---------------------------------------------------------------------------
@@ -467,7 +516,8 @@ async def retry_loop(
 
         for event_id, filename, mxc_url, enc_info in rows:
             log.info("Retrying %s (%s)", filename, event_id)
-            await process_event(event_id, filename, mxc_url, enc_info,
+            is_pdf = filename.lower().endswith(".pdf")
+            await process_event(event_id, filename, mxc_url, enc_info, is_pdf,
                                 matrix_client, db, paperless)
 
 
@@ -493,7 +543,7 @@ async def heartbeat_loop() -> None:
 # ---------------------------------------------------------------------------
 
 async def main() -> None:
-    paperless = PaperlessClient(PAPERLESS_URL, PAPERLESS_TOKEN, PAPERLESS_INBOX_TAG_ID)
+    paperless = PaperlessClient(PAPERLESS_URL, PAPERLESS_TOKEN, PAPERLESS_INBOX_TAG_ID, PAPERLESS_OWNER_ID)
 
     async with aiosqlite.connect(DB_PATH) as db:
         await init_db(db)
@@ -523,8 +573,8 @@ async def main() -> None:
             # Process events from the initial sync timeline first
             for event in room_timeline.timeline.events:
                 if is_supported_file(event):
-                    event_id, filename, mxc_url, enc_info = extract_event_fields(event)
+                    event_id, filename, mxc_url, enc_info, is_pdf = extract_event_fields(event)
-                    await process_event(event_id, filename, mxc_url, enc_info,
+                    await process_event(event_id, filename, mxc_url, enc_info, is_pdf,
                                         matrix_client, db, paperless)
 
             # Then paginate backwards for older history
@@ -533,9 +583,9 @@ async def main() -> None:
 
             async def on_file(room, event):
                 if room.room_id == MATRIX_ROOM_ID and is_supported_file(event):
-                    event_id, filename, mxc_url, enc_info = extract_event_fields(event)
+                    event_id, filename, mxc_url, enc_info, is_pdf = extract_event_fields(event)
                     await process_event(
-                        event_id, filename, mxc_url, enc_info,
+                        event_id, filename, mxc_url, enc_info, is_pdf,
                         matrix_client, db, paperless,
                     )