Hi Sean,
Unfortunately there's not much concrete advice I can give, as I'd do
basically the same things you've done. Check OSX versions; make sure
that you're using the exact same version/build of Python and OpenSSL
and so on (if you have homebrew, for instance, and they don't, you
might have ansible/python built against system libraries vs. homebrew
libraries, even if they are the same version).
And of course, more Googling -- others may have seen issues with
python on OSX that aren't Ansible-specific. I used to have a lot of
trouble with SNI in Python due to that only being added in Python
2.7.9 and OSX generally tending to have very old Python versions.
Maybe others will have more concrete ideas...
--Jeff
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