Earlier quoted context omitted.
I have used https://mailinabox.email/ for about 1.5 years. Installation was dead simple, and no technical problems after.
I've heard that using your own mail server can give issues with your email ending up in spam. Is that the case if you use this?
2. I don't know if it actually helped. But after setting it up, I got a whole bunch of family/friends to email me from their gmail/hotmail/o365 addresses first, and then I replied to them. The theory was that gmail/hotmail wouldn't mark me as spam if their own addresses were initiating the conversation. Seemed to have worked well.
I have had only one case of my email getting completely blackholed (not put in spam, just rejected outright) is when I emailed a friend with a @amd.com address. Right now, I am still using gmail for essential professional emails, but slowly getting all my online-services converted to the new email address.