The worst bands and solo artists I've ever heard never really become popular.
However, if you want to talk about someone who gets played far more than I like it's Rick Astley. I remember that short time he was popular in the 80's. I thought, "Man this guy sucks, but soon people will get tired of him, and then I'll never have to hear his music again." Boy was I wrong.
curl-6 bet me that PS5 + X|S sales would reach 56m before year end 2023 and he was right.
My Bet With curl-6
My Threads:
Master Thread, Game of the Year/Decade
Switch Will Be #1 All Time
Zelda Will Outsell Mario (Achieved)
How Much Will MH Rise sell?
My Bet With Metallox