A family member is paid very highly. He has switched jobs almost ever year for over a decade, including at top tier tech firms. I'm not sure why he does this but I have my suspicions. What I do know is that he is never seems happy with his work. And I also doubt how much impact he can be having with such short stints.

I have never quit a job without a major life event forcing me to (spouse getting a job, moving, etc.). I've had great experiences everywhere and I'm probably underpaid for it. I have no regrets. I'd prefer my lifestyle and job satisfaction to money.