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Fixes #1805
The test suite failed on Windows 11 on a clean install due to the wrong number of log messages being captured by capsys.
Windows 11 was responding true to the
call in the pytest session, and due to the different logic gates around the "started" and "outcome" messages in briefcase/console.py lines 591-629, only the "outcome" message was logged.
This change aligns the logic between the "started" and "outcome" messages to ensure the suite passes on Windows 11.
PR Checklist: