If people had set their family members up with Firefox and Ublock Origin, then the Manifest v2 deprecation wouldn’t have resulted in seniors getting hit with certain scams. Specifically over the period between deprecation and the next visit from tech savvy family members.
Unforgivable btw
Edit - Linux bit’s important too b/c of MS nagscreens that could try to upsell
The only thing I would make sure to do is to have a separate home partition / volume so if you had to blow the underlying OS away after a botched upgrade, it's easily doable.
For the life of me I don't understand why having a separate area for your personal files isn't the default on every OS. Just pick a reasonable size for the OS part (20-30G?) and give the rest to /home
You are right about the Ubuntu upgrades though. Over these years I'd just randomly press update to get out of EoL'd versions when I was around. I think I just went over 4 major versions in a few hours. It just downloaded, installed and restarted without any problems. One outlier was an issue with nvidia driver packages after update, for which I had to consult google.