Niklas Rosenstein <rosensteinnik...@gmail.com> added the comment:

To complete my previous comment, patching the function to see the command that 
is invoked, you can see it tries to invoke 'python3.exe' (seemingly derived 
from sys.executable) in the venv but the venv only contains 'python.exe'.

['C:\\Users\\niklas\\dotfiles\\.venv\\Scripts\\python3.exe', '-Im', 
'ensurepip', '--upgrade', '--default-pip']

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Python tracker <rep...@bugs.python.org>
<https://bugs.python.org/issue43749>
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