diff --git a/src/transcription/db.py b/src/transcription/db.py
index e2c1508..67f75fc 100644
--- a/src/transcription/db.py
+++ b/src/transcription/db.py
@@ -5,14 +5,18 @@ startup/shutdown behavior is predictable and lifespan-managed.
 """
 
 import contextlib
+import logging
 from collections.abc import Generator
 from dataclasses import dataclass
 
+from sqlalchemy import inspect, text
 from sqlalchemy.engine import Engine
 from sqlmodel import Session, SQLModel, create_engine
 
 from transcription.config import Settings, get_settings
 
+logger = logging.getLogger(__name__)
+
 
 @dataclass(frozen=True)
 class DatabaseRuntime:
@@ -71,8 +75,37 @@ def should_bootstrap_schema(settings: Settings) -> bool:
 
 def create_all(*, engine: Engine | None = None) -> None:
     """Create all tables on the selected engine."""
+    # Import models so SQLModel metadata is fully registered before bootstrap.
+    from transcription import models as _models  # noqa: F401
+
     active_engine = engine or get_database_runtime().engine
     SQLModel.metadata.create_all(active_engine)
+    _ensure_sqlite_compat_columns(active_engine)
+
+
+def _ensure_sqlite_compat_columns(engine: Engine) -> None:
+    """Apply lightweight dev/test SQLite compatibility column patches.
+
+    This keeps local bootstrap resilient when models evolve but no full
+    migration tooling is in place yet.
+    """
+    if engine.url.get_backend_name() != "sqlite":
+        return
+
+    inspector = inspect(engine)
+    table_names = set(inspector.get_table_names())
+    if "job" not in table_names:
+        return
+
+    columns = {column["name"] for column in inspector.get_columns("job")}
+    if "retry_count" not in columns:
+        with engine.begin() as connection:
+            connection.execute(
+                text("ALTER TABLE job ADD COLUMN retry_count INTEGER NOT NULL DEFAULT 0")
+            )
+        logger.warning(
+            "Applied SQLite compatibility schema patch table=job column=retry_count default=0"
+        )
 
 
 @contextlib.contextmanager
diff --git a/uploads/b04b640b-dce2-4543-b8da-74ea764bdae7_Time Rolls On - page 011.jpg b/uploads/b04b640b-dce2-4543-b8da-74ea764bdae7_Time Rolls On - page 011.jpg
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index 0000000..693cae5
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