I see that effect a lot. I’m almost always the one who has no problems. I think it’s because I have a good sense of what not to change, I google things I don’t like, I read most of the menus and I know how to back out of config I want to undo. For whatever reason, equally competent people struggle to do these things or are dismissive of them, and then take months or years to realize they’re missing something.
There is also an admirable type of person who has lots of tech problems because they’re genuinely pushing limits, but they’re rare.