On Thu, 29 Apr 2021 05:22:45 -0400, Steve Dondley stated:
On 2021-04-29 01:45 AM, @lbutlr wrote:
On 28 Apr 2021, at 12:49, Steve Dondley s@dondley.com wrote:
I repeatedly have a hell of a time getting clients' Outlook software working well with Dovecot. It's hard for me to test myself since I don't have Outlook and it would be impossible to keep up with all the different versions anyway.
How old is the version of Outlook they are using? Office 2010 is a disaster, and if I recall correctly 2014 has many issues as well.
I'm not sure. It's fairly recent though.
Some more nuttiness: I bit the bullet and downloaded a trial version of MS 365 and downloaded the Outlook desktop. On my mac, at least, there are two different interfaces/version of Outlook: the "old" Outlook and a "new," more minimalist version. You can switch between the versions easily.
On the "old" outlook, I was able to get things set up without issue. But with the "new" outlook, I couldn't send email or set up a new account.
It turns out I had to enable the smtp_tls_wrappermode setting to get it working with the "new" Outlook. See http://www.postfix.org/postconf.5.html#smtp_tls_wrappermode
I thought the wrapper setting was just for the long dead Outlook Express mail client. But now I'm wondering if I need this setting for some versions of Outlook.
Even so, it's terrible software that is designed to 'encourage' users to use Exchange Servers for mail instead of real email servers.
I'm not conspiracy theorist, but I can't help but come to the same conclusion.
I am totally unfamiliar with Exchange servers. What do they offer, exactly, that dovecot/postfix does not (besides a revenue stream for MS)?
I am using Outlook without any problems what so ever.
It sounds to me like you are setting up Outlook to use port 465. In the setup screen, set the port to either "25" or "587". I am using "587" with "starttls" Your "incoming mail port" will depend on how you have Dovecot configured. I use port "143" with "starttls" for Outlook. YMMV depending on your configuration.
You might want to consider posting the output of "doveconf -a" and how you have Outlook configured.
-- Jerry