I had a similar history but I went through the process anyway. Got my own domain and used Fastmail for hosting. I like their masked email address feature. It’s taken months but I went through one by one and changed all my important email addresses. There are a few that can’t be changed though, and some services that I signed up with using my google account also can’t be changed. It was still worth it. Calendar isn’t a big deal to change either. I forwarded all my email to Fastmail and also subscribed to my google calendars to make the transition easier.

Which forums do you visit? I’m in need of new forums :)

Try something besides Ubuntu some day. I just moved from windows to Fedora and it’s been great for the past two weeks.

I second this. Pivpn is very easy to setup.