Any time people pay attention to you, you leave a legacy, no matter who you are, no matter what you do. For the Cubs, for more than a century, it was failure, and now it’s failure-sandwiching-a-brief-and-apparently-over-period-of-not-failure. The A’s and Rays are cheapskates who win, the Twins are the guys who always lose to the Yankees, and the Yankees are the goddamn Yankees, man.
The Dodgers lose in the postseason. Clayton Kershaw loses in the postseason. That’s the legacy they share.
It’s not a fair thing and it’s not a just thing, but it is a thing.