Personally I haven’t. While Linux is imperfect, choosing the right distro makes the rest of the experience straightforward. And with it’s whole complexity, I find Linux more user friendly than Windows. Even driver issues, broken shadow file ownership and KDE specifics only made me more confident about my choice to use Linux after I solved everything.
My printer has a regular paper tray and a photo paper tray. I find it very difficult to print things properly to the photo tray. And I had to get drivers for one of my PC’s Wi-Fi adapter off github. Other than that, I have been quite happy over the last few years of daily-ing Linux