src/alpine_bits_python/db_setup.py

@@ -249,10 +249,14 @@ async def reprocess_stuck_webhooks(
     These are webhooks that were not fully processed in the previous run,
     likely due to a crash or unexpected shutdown.
 
+    This function is designed to NEVER block application startup.
+    All errors are caught and logged, but the app will start regardless.
+
     Args:
         sessionmaker: SQLAlchemy async sessionmaker
         config: Application configuration dictionary
     """
+    try:
         _LOGGER.info("Checking for stuck webhooks to reprocess...")
 
         async with sessionmaker() as session:
@@ -324,18 +328,41 @@ async def reprocess_stuck_webhooks(
                         )
 
                     # Reprocess webhook with simplified interface
-                await processor.process(
+                    result = await processor.process(
                         webhook_request=webhook_request,
                         db_session=session,
                         config=config,
                     )
 
+                    # Check result status
+                    result_status = result.get("status") if isinstance(result, dict) else "success"
+
+                    if result_status == "duplicate":
+                        # Duplicate is not an error - mark as completed and continue
+                        webhook_request.status = WebhookStatus.COMPLETED
+                        webhook_request.processing_completed_at = datetime.now(UTC)
+                        reprocessed_count += 1
+                        _LOGGER.info(
+                            "Webhook %d was a duplicate (already processed), marked as completed",
+                            webhook_id
+                        )
+                    elif result_status in ("success", "completed"):
                         # Update status to completed
                         webhook_request.status = WebhookStatus.COMPLETED
                         webhook_request.processing_completed_at = datetime.now(UTC)
                         reprocessed_count += 1
-
                         _LOGGER.info("Successfully reprocessed webhook %d", webhook_id)
+                    else:
+                        # Unexpected status - treat as failure
+                        _LOGGER.warning(
+                            "Webhook %d returned unexpected status: %s",
+                            webhook_id,
+                            result_status
+                        )
+                        webhook_request.status = WebhookStatus.FAILED
+                        webhook_request.last_error = f"Unexpected status: {result_status}"
+                        webhook_request.processing_completed_at = datetime.now(UTC)
+                        failed_count += 1
 
                 except Exception as e:
                     _LOGGER.exception("Failed to reprocess webhook %d: %s", webhook_id, e)
@@ -354,6 +381,12 @@ async def reprocess_stuck_webhooks(
                 reprocessed_count,
                 failed_count,
             )
+    except Exception as e:
+        # CRITICAL: Never let reprocessing block application startup
+        _LOGGER.exception(
+            "CRITICAL ERROR during webhook reprocessing, but allowing app to start: %s",
+            e
+        )
 
 
 async def run_startup_tasks(

src/alpine_bits_python/webhook_processor.py

@@ -273,6 +273,24 @@ async def process_wix_form_submission(
             reservation, db_customer.id
         )
     except IntegrityError as e:
+        await db_session.rollback()
+        # Check if this is a duplicate (unique constraint violation)
+        error_msg = str(e.orig) if hasattr(e, 'orig') else str(e)
+        is_duplicate = any(keyword in error_msg.lower() for keyword in ['unique', 'duplicate', 'already exists'])
+
+        if is_duplicate:
+            _LOGGER.info(
+                "Duplicate reservation detected for unique_id=%s, skipping (this is expected for reprocessing)",
+                unique_id
+            )
+            return {
+                "status": "duplicate",
+                "message": "Reservation already exists (duplicate submission)",
+                "unique_id": unique_id,
+                "timestamp": timestamp,
+            }
+        else:
+            # Real integrity error (not a duplicate)
             _LOGGER.exception("Database integrity error creating reservation: %s", e)
             raise HTTPException(
                 status_code=500, detail="Database error creating reservation"
@@ -581,9 +599,33 @@ async def process_generic_webhook_submission(
 
     # Use ReservationService to create reservation
     reservation_service = ReservationService(db_session)
+    try:
         db_reservation = await reservation_service.create_reservation(
             reservation, db_customer.id
         )
+    except IntegrityError as e:
+        await db_session.rollback()
+        # Check if this is a duplicate (unique constraint violation)
+        error_msg = str(e.orig) if hasattr(e, 'orig') else str(e)
+        is_duplicate = any(keyword in error_msg.lower() for keyword in ['unique', 'duplicate', 'already exists'])
+
+        if is_duplicate:
+            _LOGGER.info(
+                "Duplicate reservation detected for unique_id=%s, skipping (this is expected for reprocessing)",
+                unique_id
+            )
+            return {
+                "status": "duplicate",
+                "message": "Reservation already exists (duplicate submission)",
+                "unique_id": unique_id,
+                "timestamp": timestamp,
+            }
+        else:
+            # Real integrity error (not a duplicate)
+            _LOGGER.exception("Database integrity error creating reservation: %s", e)
+            raise HTTPException(
+                status_code=500, detail="Database error creating reservation"
+            ) from e
 
     async def push_event():
         # Fire event for listeners (push, etc.) - hotel-specific dispatch

tests/test_webhook_duplicates.py

@@ -0,0 +1,337 @@
+"""Tests for webhook duplicate handling and reprocessing.
+
+This module tests:
+- Duplicate detection during normal operation
+- Duplicate handling during app startup reprocessing
+- Stuck webhooks that are duplicates
+"""
+
+import asyncio
+import uuid
+from datetime import UTC, datetime
+from pathlib import Path
+from unittest.mock import patch
+
+import pytest
+import pytest_asyncio
+from fastapi.testclient import TestClient
+from sqlalchemy import select
+from sqlalchemy.ext.asyncio import AsyncSession, async_sessionmaker, create_async_engine
+
+from alpine_bits_python.api import app
+from alpine_bits_python.const import WebhookStatus
+from alpine_bits_python.db import Base, Reservation, WebhookRequest
+from alpine_bits_python.db_setup import reprocess_stuck_webhooks
+
+
+@pytest_asyncio.fixture
+async def test_db_engine():
+    """Create an in-memory SQLite database for testing."""
+    engine = create_async_engine(
+        "sqlite+aiosqlite:///:memory:",
+        echo=False,
+    )
+
+    # Create tables
+    async with engine.begin() as conn:
+        await conn.run_sync(Base.metadata.create_all)
+
+    yield engine
+
+    # Cleanup
+    await engine.dispose()
+
+
+@pytest.fixture
+def test_config():
+    """Test configuration."""
+    return {
+        "server": {
+            "codecontext": "ADVERTISING",
+            "code": "70597314",
+            "companyname": "99tales Gmbh",
+            "res_id_source_context": "99tales",
+        },
+        "alpine_bits_auth": [
+            {
+                "hotel_id": "HOTEL123",
+                "hotel_name": "Test Hotel",
+                "username": "testuser",
+                "password": "testpass",
+            }
+        ],
+        "default_hotel_code": "HOTEL123",
+        "default_hotel_name": "Test Hotel",
+        "database": {"url": "sqlite+aiosqlite:///:memory:"},
+    }
+
+
+@pytest.fixture
+def sample_wix_form_data():
+    """Sample Wix form submission data with FIXED submissionId for duplicate testing."""
+    return {
+        "data": {
+            "submissionId": "FIXED-DUPLICATE-TEST-ID",  # Fixed ID to trigger duplicates
+            "submissionTime": "2025-10-07T05:48:41.855Z",
+            "contact": {
+                "name": {"first": "John", "last": "Doe"},
+                "email": "john.doe.duplicate.test@example.com",
+                "phones": [{"e164Phone": "+1234567890"}],
+                "locale": "en-US",
+                "contactId": "contact-duplicate-test",
+            },
+            "field:anrede": "Mr.",
+            "field:form_field_5a7b": True,
+            "field:date_picker_a7c8": "2024-12-25",
+            "field:date_picker_7e65": "2024-12-31",
+            "field:number_7cf5": "2",
+            "field:anzahl_kinder": "1",
+            "field:alter_kind_1": "8",
+            "field:angebot_auswaehlen": "Christmas Special",
+            "field:utm_source": "google",
+            "field:utm_medium": "cpc",
+            "field:utm_campaign": "winter2024",
+            "field:fbclid": "test_fbclid_123",
+            "field:long_answer_3524": "Late check-in please",
+        }
+    }
+
+
+class TestWebhookDuplicateHandling:
+    """Test duplicate webhook handling during normal operation."""
+
+    def test_duplicate_webhook_during_operation(self, test_config, sample_wix_form_data):
+        """Test that sending the same webhook twice handles duplicates gracefully."""
+        # Create engine and tables
+        engine = create_async_engine(
+            "sqlite+aiosqlite:///:memory:",
+            echo=False,
+        )
+
+        async def create_tables():
+            async with engine.begin() as conn:
+                await conn.run_sync(Base.metadata.create_all)
+
+        asyncio.run(create_tables())
+
+        # Mock config and database to use our test database
+        with patch("alpine_bits_python.api.load_config", return_value=test_config), \
+             patch("alpine_bits_python.api.create_database_engine", return_value=engine):
+
+            from alpine_bits_python.alpinebits_server import AlpineBitsServer
+
+            # Setup app state
+            app.state.engine = engine
+            app.state.async_sessionmaker = async_sessionmaker(
+                engine, expire_on_commit=False
+            )
+            app.state.config = test_config
+            app.state.alpine_bits_server = AlpineBitsServer(test_config)
+
+            with TestClient(app) as client:
+                # First submission - should succeed
+                response1 = client.post(
+                    "/api/webhook/wix-form",
+                    json=sample_wix_form_data
+                )
+                assert response1.status_code == 200
+                data1 = response1.json()
+                assert data1["status"] == "success"
+
+                # Second submission with same data - should detect duplicate at API level
+                response2 = client.post(
+                    "/api/webhook/wix-form",
+                    json=sample_wix_form_data
+                )
+                assert response2.status_code == 200
+                data2 = response2.json()
+                # API returns success for already-processed webhooks, but sets duplicate flag
+                assert data2["status"] == "success"
+                assert data2.get("duplicate") is True
+                assert "already processed" in data2["message"].lower()
+
+        # Cleanup
+        asyncio.run(engine.dispose())
+
+
+class TestWebhookReprocessing:
+    """Test webhook reprocessing on app restart."""
+
+    @pytest.mark.asyncio
+    async def test_reprocess_stuck_duplicate_webhook(self, test_db_engine, test_config):
+        """Test that stuck webhooks that are duplicates are handled correctly on restart."""
+        AsyncSessionLocal = async_sessionmaker(test_db_engine, expire_on_commit=False)
+
+        # Step 1: Process a webhook normally to create a reservation
+        from alpine_bits_python.webhook_processor import process_wix_form_submission
+
+        test_data = {
+            "data": {
+                "submissionId": "STUCK-WEBHOOK-TEST-ID",
+                "submissionTime": "2025-10-07T05:48:41.855Z",
+                "contact": {
+                    "name": {"first": "Jane", "last": "Smith"},
+                    "email": "jane.smith@example.com",
+                    "phones": [{"e164Phone": "+9876543210"}],
+                    "locale": "en-US",
+                    "contactId": "contact-stuck-test",
+                },
+                "field:date_picker_a7c8": "2024-12-25",
+                "field:date_picker_7e65": "2024-12-31",
+                "field:number_7cf5": "2",
+                "field:anzahl_kinder": "0",
+            }
+        }
+
+        async with AsyncSessionLocal() as session:
+            result = await process_wix_form_submission(
+                test_data, session, config=test_config
+            )
+            await session.commit()
+            assert result["status"] == "success"
+
+        # Step 2: Verify the reservation was created
+        async with AsyncSessionLocal() as session:
+            stmt = select(Reservation).where(
+                Reservation.unique_id == "STUCK-WEBHOOK-TEST-ID"
+            )
+            result = await session.execute(stmt)
+            reservation = result.scalar_one_or_none()
+            assert reservation is not None
+            assert reservation.unique_id == "STUCK-WEBHOOK-TEST-ID"
+
+        # Step 3: Manually create a webhook request stuck in "processing" status
+        # This simulates a webhook that was being processed when the app crashed
+        from alpine_bits_python.db import WebhookEndpoint, Hotel
+
+        async with AsyncSessionLocal() as session:
+            # Create hotel
+            hotel = Hotel(
+                hotel_id="HOTEL123",
+                hotel_name="Test Hotel",
+                username="testuser",
+                password_hash="dummy",
+                created_at=datetime.now(UTC),
+                updated_at=datetime.now(UTC),
+                is_active=True,
+            )
+            session.add(hotel)
+            await session.flush()
+
+            # Create webhook endpoint
+            endpoint = WebhookEndpoint(
+                hotel_id="HOTEL123",
+                webhook_type="wix_form",
+                webhook_secret="test-secret-123",
+                is_enabled=True,
+                created_at=datetime.now(UTC),
+            )
+            session.add(endpoint)
+            await session.flush()
+
+            # Create stuck webhook request with the SAME payload
+            stuck_webhook = WebhookRequest(
+                webhook_endpoint_id=endpoint.id,
+                hotel_id="HOTEL123",
+                payload_json=test_data,
+                status=WebhookStatus.PROCESSING,  # Stuck in processing!
+                created_at=datetime.now(UTC),
+            )
+            session.add(stuck_webhook)
+            await session.commit()
+
+        # Step 4: Run reprocessing (simulates app restart)
+        await reprocess_stuck_webhooks(AsyncSessionLocal, test_config)
+
+        # Step 5: Verify the stuck webhook was marked as completed (not failed)
+        async with AsyncSessionLocal() as session:
+            stmt = select(WebhookRequest).where(
+                WebhookRequest.status == WebhookStatus.COMPLETED
+            )
+            result = await session.execute(stmt)
+            completed_webhooks = result.scalars().all()
+            assert len(completed_webhooks) == 1
+            assert completed_webhooks[0].last_error is None
+
+            # Verify no failed webhooks
+            stmt = select(WebhookRequest).where(
+                WebhookRequest.status == WebhookStatus.FAILED
+            )
+            result = await session.execute(stmt)
+            failed_webhooks = result.scalars().all()
+            assert len(failed_webhooks) == 0
+
+        # Step 6: Verify only ONE reservation exists (no duplicate)
+        async with AsyncSessionLocal() as session:
+            stmt = select(Reservation)
+            result = await session.execute(stmt)
+            reservations = result.scalars().all()
+            assert len(reservations) == 1
+
+
+class TestWebhookReprocessingNeverBlocksStartup:
+    """Test that reprocessing never blocks app startup."""
+
+    @pytest.mark.asyncio
+    async def test_reprocessing_error_does_not_block_startup(
+        self, test_db_engine, test_config
+    ):
+        """Test that even if reprocessing fails, app startup continues."""
+        AsyncSessionLocal = async_sessionmaker(test_db_engine, expire_on_commit=False)
+
+        from alpine_bits_python.db import WebhookEndpoint, Hotel
+
+        # Create a stuck webhook with invalid data that will cause processing to fail
+        async with AsyncSessionLocal() as session:
+            # Create hotel
+            hotel = Hotel(
+                hotel_id="HOTEL123",
+                hotel_name="Test Hotel",
+                username="testuser",
+                password_hash="dummy",
+                created_at=datetime.now(UTC),
+                updated_at=datetime.now(UTC),
+                is_active=True,
+            )
+            session.add(hotel)
+            await session.flush()
+
+            # Create webhook endpoint
+            endpoint = WebhookEndpoint(
+                hotel_id="HOTEL123",
+                webhook_type="wix_form",
+                webhook_secret="test-secret-123",
+                is_enabled=True,
+                created_at=datetime.now(UTC),
+            )
+            session.add(endpoint)
+            await session.flush()
+
+            # Create stuck webhook with INVALID data (missing required fields)
+            stuck_webhook = WebhookRequest(
+                webhook_endpoint_id=endpoint.id,
+                hotel_id="HOTEL123",
+                payload_json={"data": {"invalid": "data"}},  # Missing required fields
+                status=WebhookStatus.PROCESSING,
+                received_at=datetime.now(UTC),
+            )
+            session.add(stuck_webhook)
+            await session.commit()
+
+        # This should NOT raise an exception - it should log and continue
+        try:
+            await reprocess_stuck_webhooks(AsyncSessionLocal, test_config)
+        except Exception as e:
+            pytest.fail(
+                f"reprocess_stuck_webhooks should NEVER raise exceptions, but got: {e}"
+            )
+
+        # Verify the webhook was marked as failed
+        async with AsyncSessionLocal() as session:
+            stmt = select(WebhookRequest).where(
+                WebhookRequest.status == WebhookStatus.FAILED
+            )
+            result = await session.execute(stmt)
+            failed_webhooks = result.scalars().all()
+            assert len(failed_webhooks) == 1
+            assert failed_webhooks[0].last_error is not None