Re: "Connection reset by peer" errors with Outlook

On 23/01/2024 09:23, Joseph Tam wrote:

My guess is Outlook is doing some autodiscovery/autoconfiguration thing, and occasionally hits the right combo and successfully authenticates.

I think, the intention is to make life of users easier: no need to remember authentication type, starttls or SSL on another port, etc.

Doesn't it try service discovery before fallback to authentication attempts? However I am unsure if it expects DNS records or well-known path on the HTTP server. Serving configuration this way might help to avoid issues with fail2ban.