Self-hosted email seems to elicit conflicting reports of experiences - I think the takeaway I've seen cited most often is that it is incredibly difficult to get your emails delivered to users because you will be randomly blocked one day.
I feel like there ought to be some kind of "let's encrypt for email" type solution to create trust but I'm not sure how it could be done.
Google filters their own email sometimes. I’ve seen them filter facebookmail.com too. Microsoft is just as bad. It’s incompetence. The only difference with using a huge provider is they can probably contact someone to get it resolved. As the little guy you can’t.
I feel like there ought to be some kind of "let's encrypt for email" type solution to create trust but I'm not sure how it could be done.