[TheMog]

I've also been self hosting since the last century, and as you point out, the big issue these days is making your email server play with all the other email services, including those that aren't always playing nicely.

Not to mention that not all hosters are too keen on having people run mail servers due to the danger of hosting spammers and getting blacklisted. With the last two or three hosters, I had to jump through a couple of hoops every time and get permission to run one.

I still think it's worth it, especially if you own a bunch of domains, but I'm not sure I'd recommend it to someone starting from scratch these days.