Jeremy Davis's picture

FWIW the Postfix status info you've posted is expected in TurnKey v15.x.

How did you configure the SMTP relay for Postfix? The "unknown mail transport error" suggests that you may have missed something, or the config is not quite correct.

FWIW we include a Confconsole plugin to set up Email relaying. It provides an easy way to integrate with "Send-In-Blue" email provider, but there is also a "custom" option which should support any/all other providers. Admittedly, I haven't explicitly tested it with Office365, but I have tested it with a range of other providers (e.g. Google, AWS, etc) and all the ones I've tested worked fine.

Although it's possibly also worth noting, that to get Google to work, you actually need to make some tweaks to the config in your Google account. Perhaps you also need to tweaks some config within your Office365 account?

If you haven't already tried using Confconsole, I suggest that you revert any config changes you've made, and try using that to set it up. If you did use Confconsole, please let me know abut any other config tweaks you've tried.