Add multipath tracking

app/migrations.py

@@ -86,6 +86,13 @@ async def run_migrations(conn: aiosqlite.Connection) -> int:
         await set_version(conn, 7)
         applied += 1
 
+    # Migration 8: Convert path column to paths JSON array for multiple delivery paths
+    if version < 8:
+        logger.info("Applying migration 8: convert path to paths JSON array")
+        await _migrate_008_convert_path_to_paths_array(conn)
+        await set_version(conn, 8)
+        applied += 1
+
     if applied > 0:
         logger.info(
             "Applied %d migration(s), schema now at version %d", applied, await get_version(conn)
@@ -514,3 +521,64 @@ async def _migrate_007_backfill_message_paths(conn: aiosqlite.Connection) -> Non
 
     await conn.commit()
     logger.info("Path backfill complete: %d messages updated", updated)
+
+
+async def _migrate_008_convert_path_to_paths_array(conn: aiosqlite.Connection) -> None:
+    """
+    Convert path TEXT column to paths TEXT column storing JSON array.
+
+    The new format stores multiple paths as a JSON array of objects:
+    [{"path": "1A2B", "received_at": 1234567890}, ...]
+
+    This enables tracking multiple delivery paths for the same message
+    (e.g., when a message is received via different repeater routes).
+    """
+    import json
+
+    # First, add the new paths column
+    try:
+        await conn.execute("ALTER TABLE messages ADD COLUMN paths TEXT")
+        logger.debug("Added paths column to messages table")
+    except aiosqlite.OperationalError as e:
+        if "duplicate column name" in str(e).lower():
+            logger.debug("messages.paths already exists, skipping column add")
+        else:
+            raise
+
+    # Migrate existing path data to paths array format
+    cursor = await conn.execute(
+        "SELECT id, path, received_at FROM messages WHERE path IS NOT NULL AND paths IS NULL"
+    )
+    rows = await cursor.fetchall()
+
+    if rows:
+        logger.info("Converting %d messages from path to paths array format...", len(rows))
+        for row in rows:
+            message_id = row[0]
+            old_path = row[1]
+            received_at = row[2]
+
+            # Convert single path to array format
+            paths_json = json.dumps([{"path": old_path, "received_at": received_at}])
+            await conn.execute(
+                "UPDATE messages SET paths = ? WHERE id = ?",
+                (paths_json, message_id),
+            )
+
+        logger.info("Converted %d messages to paths array format", len(rows))
+
+    # Try to drop the old path column (SQLite 3.35.0+ only)
+    try:
+        await conn.execute("ALTER TABLE messages DROP COLUMN path")
+        logger.debug("Dropped path column from messages table")
+    except aiosqlite.OperationalError as e:
+        error_msg = str(e).lower()
+        if "no such column" in error_msg:
+            logger.debug("messages.path already dropped, skipping")
+        elif "syntax error" in error_msg or "drop column" in error_msg:
+            # SQLite version doesn't support DROP COLUMN - harmless, column stays
+            logger.debug("SQLite doesn't support DROP COLUMN, path column will remain")
+        else:
+            raise
+
+    await conn.commit()