Christian Heimes <li...@cheimes.de> added the comment:

Four times 'True' means that OpenSSL is compiled with TLS 1.0, 1,1, 1.2, and 
1.3 support. SSLContext().minium_version == MINIMUM_SUPPORTED and 
maximum_version == MAXIMUM_SUPPORTED mean that no crypto policy setting or 
OpenSSL security level setting has modified the minimum and maximum version. 
TLS 1.0 and 1.1 connection should work.

But it's not working for you and some connection are even failing "internal 
error". This smells like a Debian/Ubuntu have patched OpenSSL with a buggy 
patch that breaks OpenSSL's internal API.

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Python tracker <rep...@bugs.python.org>
<https://bugs.python.org/issue41561>
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