Vagrant up returns "failed to download the file"

I think the key diagnostic is the output of this command:

python -c 'import ssl; ssl.PROTOCOL_TLSv1_2'

:white_check_mark: good: no output but echo $? shows return code 0
:x: trouble: Traceback...(etc.)

My post (#7 in thread linked above) turned out to not necessarily have the solution.

  1. Did you try the ideas in posts #8 and #9?
  2. Is your ansible installed via homebrew (or something else like pip)?
  3. Did you try uninstalling ansible, then installing again via pip?
  4. Do you get return code 0 or a Traceback from
    python -c 'import ssl; ssl.PROTOCOL_TLSv1_2'
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