So I looked into the requests code, they are using in a underlying layer the 
HTTP[d]Connection objects and the regular ssl object, this should allow it to 
use the system certificates as a fallback. So thats good news!
-- 
https://code.launchpad.net/~harlowja/cloud-init/url-ssl-fixings/+merge/149481
Your team cloud init development team is requested to review the proposed merge 
of lp:~harlowja/cloud-init/url-ssl-fixings into lp:cloud-init.

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