Steve Dower <steve.do...@python.org> added the comment:

This is normal, if obscure, behaviour. Pythonw starts without a console, and so 
stdout is not connected to anything. As a result, you can't print (or pprint).

You'll need to set sys.stdout to something or provide a file if you want to 
print output.

If someone wants to contribute a specialised sys.stdout implementation that can 
raise a more helpful error message in this case, that would be helpful. But as 
it's a breaking change it would only go into 3.10.

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<https://bugs.python.org/issue41546>
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