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return in finally swallows exceptions
In https://github.com/elementary-data/elementary/blob/1f4e91c48e4e5a2e2bfefea08af7e41057a9ad0c/elementary/cli/cli.py#L30 there is a return statement in a finally block, which would swallow any in-flight exception.
This means that if an unhandled exception (including a BaseException such as KeyboardInterrupt) is raised from the try body, or any exception is raised from an except: clause, it will not propagate on as expected.
If it was the intention to swallow all exceptions here, I would suggest to do this explicitly with except BaseExceptions: to make the intention clear.
See also https://docs.python.org/3/tutorial/errors.html#defining-clean-up-actions.