Privacy lawyer -Dave fraser is a good Canadian one that I started following this year. Runkle of the Bailey is also very good. Mostly a firearms guy, but does follow a bunch of other things going on.

If your family or friends found out that you were arrested, what would they imediatly think the reason was?

You don't need to get super in the weeds, but depending on what your self hosting. Are you hosting just in your lan? Or are you opening ports to the internet. How sensitive is the information on your computers? If anything your hosting is avail to the internet, it's A very good idea to learn and be able to test your networking at least to confirm only ports you want to be open are open, or firewalls configed proper, between vms, containers,etc. Pen testing tools are great for automating those things and can be invaluable in identifying weaknesses. You don't need to keep up with it. Use the tools to identify where your self hosted service could use changing, and then make the changes. Run the tests when major updates or you change servers or upgrades.