fix(types): resolve mypy type errors in rollback and cli modules

- Fix rollback.py: Change __exit__ return type from bool to None (context managers that don't suppress exceptions should return None)
- Fix cli.py: Add proper type annotation for settings_kwargs dict and import Any
- All 168 tests passing
- Mypy and ruff checks passing

Author: Magic-Man-us

python_project_deployment/cli.py

@@ -2,6 +2,7 @@
 
 import sys
 from pathlib import Path
+from typing import Any
 
 import click
 from pydantic import ValidationError
@@ -106,11 +107,11 @@ def main(
 
     try:
         # Load scaffolder settings (supports .env files and env vars)
-        settings_kwargs = {}
+        settings_kwargs: dict[str, Any] = {}
         if log_level:
             settings_kwargs["log_level"] = log_level.upper()
         if dry_run:
-            settings_kwargs["dry_run"] = True
+            settings_kwargs["dry_run"] = dry_run
 
         settings = ScaffolderSettings(**settings_kwargs)
 

python_project_deployment/rollback.py

@@ -196,7 +196,7 @@ def __exit__(
         exc_type: type[BaseException] | None,
         exc_val: BaseException | None,
         exc_tb: Any,
-    ) -> bool:
+    ) -> None:
         """Exit context manager, executing rollback if an exception occurred.
 
         Args:
@@ -205,7 +205,7 @@ def __exit__(
             exc_tb: Exception traceback if an exception occurred
 
         Returns:
-            False to propagate the exception (after rollback)
+            None (always propagates exceptions)
         """
         if exc_type is not None:
             logger.error(f"Exception occurred: {exc_type.__name__}: {exc_val}")
@@ -220,9 +220,6 @@ def __exit__(
             logger.debug("Scaffolding completed successfully, clearing rollback operations")
             self.clear_operations()
 
-        # Always propagate the original exception (if any)
-        return False
-
     def __repr__(self) -> str:
         """Return detailed representation for debugging."""
         return (