There's very little you can screw up tbh.
On a desktop its easier but even most laptops it will be a breeze.
Just make sure you backup all your data on a harddrive or on a cloud (preferably a privacy respecting one ;)).
Even in the unlikely case that you do screw up. You can always go back to windows!
OnlyOffice is a good bridge yes. But a lot of people have trouble switching softwares. Older people don't really want to "relearn" a new software even if its just MSword to OnlyOffice.
I do fully agree with you though.
The reputation of the terminal usage alone is enough to put a lot of people off.
I also think a lot of people confuse the terminal with actual programming (which is a fair point if you are not tech savvy). Then they think "I don't know how to program so I can't use this".
Linux communities can also be a bit elitist as you said. Which is a shame. I've heard people bash windows users only to then be toxic with the classic "How do you not know this?" when they ask basic questions.