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Sun Apr 22 10:35:25 EDT 2018 · https://mail.python.org/pipermail/python-dev/2018-April/152872.html

On 17 April 2018 at 19:46, Oleg Sivokon <olegs at traiana.com> wrote:
> It is common practice in corporate networks that connect MS Windows machines to redirect all (encrypted included) traffic through company's router.

If this has only started happening recently, then the cause is more
likely to be related to PyPI switching over to requiring TLS v1.2+ for
all client access: a sufficiently outdated man-in-the-middle SSL/TLS
proxy may not be able to meet PyPI's client security requirements. See
https://pyfound.blogspot.com.au/2017/01/time-to-upgrade-your-python-tls-v12.html
for more details.

(If that's the problem, it would affect all versions of Python equally though).

Regards,
Nick.

-- 
Nick Coghlan   |   ncoghlan at gmail.com   |   Brisbane, Australia

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[Python-Dev] https://bugs.python.org/issue33127 breaks pip / easy_install