I feel like both outcomes are equally boring. Even as a New Yorker, you eventually get tired of the Yankees winning the World Series. On the other hand, the Giants, Jets, and Bills blowing it every year is also not that fun.
I would go even further and say watching sports is ultimately boring. There's pretty much nothing you can do to help "your" team to win (well not exactly true since you can often volunteer for "your" team to do some mundane work while the stars earn their millions, and you can buy merch and tickets to fund them too...).
Now don't get me wrong, I still watch sports every now and then. But I don't take it seriously like I did when I was a kid and didn't understand the grim realities of professional sports. It's fun to occasionally see peak human physical performance.
