Didn't have libssl-dev installed.

I tried reverting to 4.1 and manually rebuilding with dpkg and libssl-
dev and now 4.1 works perfectly with TLS.

Now that I have libssl-dev I could try with 5.4 but 4.1 seems to have
everything I need. Have there been any significant security updates
between 4.1 and 5.4 or are all the changes mostly cosmetic?

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IMAP/POP3+SSL/TLS are disabled
https://bugs.launchpad.net/bugs/44335
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