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.
Most of my disappointments with Linux come from the proprietary bits to be honest. Both the hardware drivers, and the games and other apps. And even the few times I’m let down by open-source apps, it’s because of abilities from their proprietary counterpart that they are yet to implement.