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The rebuild command puts the release folder on sys.path itself: totk.exe starts it in the install folder, and only the Windows release Python's ._pth names that folder. In a repository the window and its setup run use the Python that runs the setup, since the tools' embeddable Python there has neither tkinter nor the repository on its path. Co-Authored-By: Claude Opus 5.5 <noreply@anthropic.com>