src/cleveragents/cli/commands/project.py

@@ -192,12 +192,17 @@ def init_command(
 
     container = get_container()
 
-    # When --yes is passed, auto-approve migrations so the command never
-    # blocks waiting for interactive input.  We inject a prompt callback
-    # that always returns True into the UnitOfWork factory, bypassing
-    # the default prompt (which may call typer.confirm on a TTY).
+    # When --yes is passed, disable the migration confirmation prompt
+    # entirely so the command never blocks waiting for interactive
+    # input (bug #783).  ``require_confirmation=False`` tells the
+    # migration runner to skip the prompt; the ``prompt_for_migration``
+    # callback is set as a belt-and-suspenders fallback that
+    # auto-approves in case any code path still reaches the prompt.
     if yes:
-        container.unit_of_work.add_kwargs(prompt_for_migration=lambda _: True)
+        container.unit_of_work.add_kwargs(
+            require_confirmation=False,
+            prompt_for_migration=lambda _: True,
+        )
 
     project_service: ProjectService = container.project_service()
 

src/cleveragents/infrastructure/database/unit_of_work.py

@@ -41,6 +41,7 @@ class UnitOfWork:
         self,
         database_url: str,
         prompt_for_migration: Callable[[str], bool] | None = None,
+        require_confirmation: bool = True,
     ) -> None:
         """Initialize Unit of Work with database connection.
 
@@ -48,12 +49,16 @@ class UnitOfWork:
             database_url: SQLAlchemy database URL
             prompt_for_migration: Optional callback to confirm migrations
                 before applying them automatically.
+            require_confirmation: When False, migrations are applied without
+                prompting the user.  Set to False when the caller has
+                already obtained blanket approval (e.g. ``--yes`` flag).
         """
         self.database_url = database_url
         self._engine: Engine | None = None
         self._session_factory: sessionmaker[Session] | None = None
         self._database_initialized = False
         self._prompt_for_migration = prompt_for_migration
+        self._require_confirmation = require_confirmation
 
     @property
     def engine(self) -> Engine:
@@ -141,7 +146,7 @@ class UnitOfWork:
 
         runner = MigrationRunner(self.database_url)
         runner.init_or_upgrade(
-            require_confirmation=True,
+            require_confirmation=self._require_confirmation,
             prompt_for_migration=self._prompt_for_migration,
         )
         self._database_initialized = True