https://bugs.winehq.org/show_bug.cgi?id=14797
--- Comment #45 from Austin English austinenglish@gmail.com --- (In reply to Edward Hasbrouck from comment #44)
(In reply to Austin English from comment #43)
This is your friendly reminder that there has been no bug activity for 2 years. Is this still an issue in current (1.7.16 or newer) wine?
The problem may have been resolved by evolution of pmail, rather than by wine.
Starting with Pegasus Mail v. 4.7 (released February 2014), pmail has switched to openssl from the previous crypto library for these functions.
pmail 4.7 (and presumably subsequent versions, assuming openssl is retained in pmail) does not have this problem under wine. pmail 4.7 runs under wine and connects to secure SMTP servers without needing the "stunnel" workaround.
Do you still have access to earlier versions / are they still affected?