I've been self hosting since 2012 or so and it is a mixed bag. Deliverability is fine provided you're on a clean IP range, which generally only reputable hosts have.

There was a moment when my son was born and he was in NICU that my mail broke. I just went without for a while. Not ideal.

Since then I've thought: self hosting is nice but hosting cooperatively is probably the best way forward. Democratic control might beat technical control. I'll do it soon, I think: I'd be fascinated to know what people think.

I’m very interested in this approach. I’ve hosted friends’ websites for decades but I’ve been the single-point of failure, so “cooperative” is very enticing.

I’m currently working on a cooperative “lights-on” solution which might be complementary.