It's very easy to be a fan of his.

He's 32, so maybe not too many productive years left. The Yankees are aging. Not sure there is a World Series win in Judge's future as a Yankee. Stanton won't be around much longer if at all. Rizzo is 35. Torres seems to have already had his best years. Soto is young, but may go elsewhere next year. This year may have been the best shot for the Yankees.
The Dodgers are young and most likely will be back for many more chances at World Series titles.