Terry J. Reedy <tjre...@udel.edu> added the comment:

I meant to run 'import tkinter; tkinter.Tk()' directly in python, without IDLE 
involved, in your portrait window.  Do that by running terminal in the portrait 
window.  Then try to maximize.

Yes we need more volunteers, but #38946 is an issue between macOS Catalina and 
tk.

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<https://bugs.python.org/issue41349>
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