Adam Goodman added the comment:

What Martin said is correct, IMO.

The actual problem I'd like to correct is: If I - for example - create an 
HTTPSConnection with cert validation enabled, and set to use the default OS 
trust mechanism, then the validation process should trigger Windows' root CA 
download mechanism if necessary (i.e. rather than just rejecting the CA cert if 
it hasn't already been locally cached).

I don't expect that ssl.enum_certificates() ever will return all the 
certificates that are (implicitly, via the update mechanism) trusted by 
Windows; that's probably not feasible. I chose that as the title of the issue 
because it seemed to be the most concrete root-cause, but maybe that wasn't 
ideal.

(I'll file a separate issue for that traceback I ran into, if I get a chance to 
dig into it more)

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<http://bugs.python.org/issue20916>
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