Larry Hastings added the comment:

I agree completely Jim.  The problem is that OpenSSL regularly discovers 
face-meltingly bad security bugs, so it frequently pulls the "security 
exception" lever.

As with so many things in this life, we play the hand we're dealt.  I have my 
fingers crossed that LibreSSL will, in the long run, be far more sane, and that 
we can switch to it someday.  But for now I expect to have plenty more 
"necessary" OpenSSL upgrades foisted onto Python.

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<http://bugs.python.org/issue27850>
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