As a user of Linux and primarily FOSS software for 2 years, each time I recommended something FOSS, others had bad luck.
I tried switching someone to Linux but I couldn't achive %100 funnctionality on a Windows only app I set up via Wine. (it is an obscure program, not sth like Adobe or MS Office)
I recommended Kdenlive to a Mac user friend, he couldn't export a video he spent 30 hours on it.
I convinced someone to use Libreoffice but they lost data in only 30 mins because I forgot to tell that if you draw more than a few strokes in LO Draw it enters a save loop. This is fixed now thankfully.
I recommended VLC for DVD ripping, it entered some sort of loop and failed to export.
Each of the above examples involve completely different people, by the way.
I set up 2 fresh Windows installs for family but installed Firefox with strict protection and uBlock Origin instead of Chrome and... it worked?! They still use Firefox. Maybe the alpenglow theme is too good, I don't know.
You're right and it's that sort of stuff that people like you and me will deal with and figure out and move on but unfortunately it's not the case with regular people. That's why I never recommend that sorry if stuff to 'normies' ie. My mom. Instead I set them up with the lesser of evils that will give them convenience and make them more likely to trust me in the future. That way, if I ever REALLY need them to move on from something they will be more likely to just listen to me and not fight me about it.
I just got a couple of friends to switch over to Firefox even though they were chrome fans, all because I have years of goodwill. Ported their bookmarks and got them ublock and they barely even notice a difference.