the issue has been fixed by restarting the hyperV - VM machine!
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Show posts MenuQuote from: viragomann on April 22, 2026, 11:34:32 PMI guess, "Mail Server SSL Connection" doesn't do STARTTLS, it rather just let Monit connect via SSL (usually port 465).
So maybe Monit connects successfully if you remove this check.
Or you can try port 465. Don't know, if Office 365 supports this.
Quote from: lnet.admin on April 22, 2026, 07:52:00 PMMine works with SSL Version set to AUTO