It indeed works for me to date. I don't know if I should be scared of it now that you are saying that this breaks with latest windows update :) One thing I could thing of - There might be problem with ciphers. I also messed around with it. Check the https://www.immuniweb.com/ssl/ test (put your.mail.server:993 as address) to see how it likes you ssl implementation.

Other solution would be to run nginx as a proxy (which I also did). Nginx needs auth module to authenticate and choose which back end has emails for this specific user. It is a simple script what will connect to qmail mysql server and check for user and password fields. Could be in perl, python or even bash/command line. I wrote this also (in PHP). I was thinking to use this as moving over per domain or email for testing. Made the solution and used it for my email accounts but never got around finishing the plan and converting to dovecot.

https://docs.nginx.com/nginx/admin-guide/mail-proxy/mail-proxy/


I do have another server which was upgraded to dovecot , but you need to pay attention to prefix = INBOX. parameter if you are coming from courier. It needs to be set, otherwise outlook will act wierdly and wil not sync mail anymore (thunderbird understands the change and works automatically). I think it's documented in conversion tutorial.  And indeed if there would be problems then I would know as there are most users running outlook on this server (around 100 accounts).

IMHO dovecot is MUCH faster with mailboxes with alot of emails in one folder.


Janno

On 17.10.2022 20:51, Quinn Comendant wrote:

On 13 Oct 2022, at 12:12, Jeff Koch wrote:

    I think this would indicate that our Dovecot IMAP supports TLSv1.2
    and should work with the Outlook updates. Am I missing something?

FWIW, I applied Janno Sannik's patch <https://www.mail-archive.com/[email protected]/msg43073.html> to enable TLS 1.2 in Courier 4.1, after which testssl.sh reported that TLS 1.2 is working correctly. However, some of our users still reported errors using Outlook. So, the issue doesn't seem to be as simple as enabling TLS 1.2?

I'm currently working to replace Courier with Dovecot, since you mentioned the latest Dovecot version works for you.

Quinn

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