I'm still behind you but also on a similar path.

I could do without a "smart" phone, but, that would compromise me further in that communicating with my family would be unencrypted, and that's a much worse situation.

Also, suddenly going dark with any electronic device is a sure sign that your behavior has changed and that's a big tell to anyone paying attention. I live too far from family and care about them too much to just stop communicating unless it's a really big thing. I still have many things to do that are similar to your list but struggle since I'm not where near as savvy as you.