@sjvn i switched last month (after 8 years of linux abstinence on private devices) and have to say installation has become easier but configuring is still a mess for non tech savvy users
I would only suggest it to my tech friends but not to my parents
For me the biggest pain point was the font size on high resolution screen (at least with cinnamon desktop)
Scaling and actual size is tough it seems that linux only ui tools tend to ignore system settings
Screen scaling alone sometimes works sometimes not
Using "fractional" scaling like 150% was also not out of the box
Funny was when I increased font size the window button symbols where still tiny because they are images and not font
I saw a lot of lists what does linux better than windows but configuring your desktop windows is the clear winner (but I never had to configure a mac so maybe there is a contender) and so far ui/ux is also worse on linux only ui tools
There were also other problems like my qnap nas does not support a linux client since Ubuntu 16 so I had to configure it on my own
I am a developer and system test automation engineer but not a days admin and for the family pc I habe to become one which is annoying but there is no alternative which is better