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<a href="https://gitlab.com/tharpapawo">Rafal Kowalski</a>
commented on a
<a href="https://gitlab.com/gnutls/gnutls/-/issues/1310#note_800992426">discussion</a>:
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<p dir="auto">Well, the Apple documentation <a href="https://support.apple.com/en-us/HT202304" rel="nofollow noreferrer noopener" target="_blank">https://support.apple.com/en-us/HT202304</a> says:</p>
<blockquote dir="auto">
<p>SSL Required: Yes
If you see an error message when using SSL, try using TLS or STARTTLS instead.
Port: 587</p>
</blockquote>
<p dir="auto">so I assume it should handle both TLS and STARTTLS on the same port. They don't provide an option to use 465 as far as I can tell.</p>
<p dir="auto">The crazy thing is that all this setup worked until about two years ago, when it stopped. I couldn't resolve it since. Not sure what happened then though.</p>
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