As someone who has been on Linux a long time, but still has to support family members using Windows, here's my perspective:
1) Linux is usually easier in the "happy case", where everything works as it should, and it supports everything that the user needs.
2) Linux is way way way less likely to just change something and break the whole system while the user is sleeping. (This was REAL fun with my grandparents-in-law when their Dell All-in-One PC decided to upgrade itself from Windows 8.1 to Win10 despite Dell not having drivers for Win10 on their fancy custom monitor. I have to fix it for them every 6 months now.)
3) Searching the web for Windows solutions to your issues without being a computer expert feels like it has a >80% of infecting your computer with malware or getting you on the phone with a scammer. As a computer expert it's like 20% (not even zero!).
4) Fixing a Linux problem can be painful, but is often "copy and paste these config lines into this config". Arcane.
5) Fixing a Windows problem can involve having to go into the registry, which can't be copy/pasted and is extremely difficult AND dangerous. (There probably IS a way to copy/paste it, but I don't know it).
6) That said, it's easier to fall off the "happy path" and into real trouble in Linux. Fixing the issue by randomly clicking stuff is more likely to work in Windows than Linux.
7) It's way easier to find someone you know to help you on Windows than Linux, for now.
8) Gaming is still so much better on Windows, unfortunately, but the gap is closing.
9) The few times I've gotten family members to try Linux, they called me LESS often for support. Even on laptops!
10) Windows is becoming increasingly user hostile in every way. Ads, forced updates, forced settings changes, privacy issues, etc.