Which version of CPython are you looking at? Here's the patch that switched
the official MacOS builds to always using a private copy of openssl:
https://hg.python.org/cpython/rev/bfd0a73cf907

(Found here: https://bugs.python.org/issue17128)

On Jan 2, 2018 16:04, "Matt Billenstein" <m...@vazor.com> wrote:

> On Tue, Jan 02, 2018 at 03:25:17PM -0800, Nathaniel Smith wrote:
> >    I'm pretty sure that the right solution is to ship your own copy of
> >    openssl with the build, so that you're totally independent from
> Apple's
> >    ssl shenanigans. Maybe look at how CPython handles this.
>
> That does seem more common practice -- CPython doesn't do that however, it
> links to the old 0.9.8 openssl shipped with OSX since ~10.6.
>
> So it seems we could try to do the same and say the binary pypy releases
> are
> compatible that far back, or link to the newer LibreSSL which would support
> perhaps Sierra (10.12) and newer.
>
> m
>
> --
> Matt Billenstein
> m...@vazor.com
> http://www.vazor.com/
>
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