Have you tried self-hosting your own email recently?

https://news.idlestate.org/post/1793216

Have you tried self-hosting your own email recently? - idlestate

I tried maybe 15 years ago and it went about as well as you’d expect for back then. But I’m starting to get the itch again. Have any of you tried relatively recently? How impossible is it to get reliable deliverability to gmail and whatnot these days?

I would recommend something like stalwart, which is just a single binary and works. Gives you a zonefile you can just copy paste into your DNS including all correct DMARC DKIM SPF and autodiscovery records. Setting it up yourself can be a bit time consuming and annoying.

Deliverability depends on where it is hosted, many VPC providers IP space is completely blocked in spam filters.