Would you take 10 years of your team being the laughingstock of the league
For either
A Super Bowl appearance (win or lose)
A NBA Finals game 7 at home
A World Series game 7 at home with your ace on the mound
AS a fan of the Wizards and Redskins... I'm straight with my Divison title right now

Titles are great, but real talk. Running the division (in football at least) is all I truly need to feel good about my team.
NBA... nobody gives a shyt about the division, and making it to the conference finals is the only way you can say you had a successful season imo.
Baseball, just making the playoffs and not being a wildcard is all you really need to feel good imo. Because I'd hate being the wildcard and having that one game playoff they do now? Thats a dumbass idea. I'd be pissed if my team went out like that. So it varies depending on the sport imo...