Los Angeles Angels
It might be a longshot, but maybe Clayton Kershaw leaves the Los Angeles Dodgers but stays in town.
The Angels are desperately attempting to win with Mike Trout and Shohei Ohtani on the roster. They may have just one more chance as Ohtani is a free agent after this season and has been quite clear that he wants to be part of a winning franchise. Having two of the best players in the game and zero playoff appearances since 2014 is not a great way to keep the two way sensation around.
One of the biggest weaknesses for the Angels is their rotation. Ohtani is clearly an ace, and Patrick Sandoval showed the potential to be a strong middle of the rotation arm, but they desperately need another pitcher that they can count on. Kershaw could be that.
There are some possible advantages to Kershaw landing with the Angels. They have typically used a six man rotation so as to limit the wear of being a two way player on Ohtani, which could also keep Kershaw healthy throughout the season. He would also remain in a city that he is familiar with, albeit across town.
The Los Angeles Angels desperately need at least one pitcher to add to Ohtani. Clayton Kershaw may be a longshot, but he could be a start.