If I try to send mail from the account this is the error I get: It appears from examples that I can find that this explicit declaration is also possible in the Windows version. In Thunderbird I can specify the encryption type for outgoingĮxplicitly while in the Outlook Mac client I don't have this ability. I have ruled out server config issues as I am able to get Thunderbird to send mail successfully (sending is the only problem). The mail server is self-hosted with Dovecot handling IMAP connections. I came to the conclusion that STARTTLS wasn't supported based on some other user experiences scattered across the internet, but they are few and far between and all of them seem to be with people running their own mail server.
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