On 17 June 2014 17:41, Yates, Andy (CS Houston, TX) <aya...@hp.com> wrote:
> Is it possible to drop in new OpenSSL versions
> on Windows without rebuilding Python?

If you think this is a problem you're going to have more than once,
you'll want to look  hard at whether it's worth using pyOpenSSL
(either the egenix version or the PyCA one[1]) instead, and delivering
binary releases with a bundled copy of OpenSSL. PyOpenSSL from PyCA is
actually considering bundling OpenSSL on Windows anyway[2], so you
might find this problem goes away.

[1] https://github.com/pyca/pyopenssl
[2] https://github.com/pyca/cryptography/issues/1121
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