Former New York Yankees' legendary shortstop Derek Jeter recently revealed his picks for the 2025 World Series, and it includes the Chicago Cubs.

But acquiring him won’t be simple. Keller’s contract escalates to $20 million by the end, and the Yankees are already deep into luxury tax territory. Because of that, any salary adds come with a 110% surcharge. That $15 million salary in 2025? More like $31 million in Hal Steinbrenner’s accounting.

The New York Yankees will assuredly be active at the trade deadline, but there aren't a ton of reports about them sniffing around the outfield market. With obvious needs at third base, starting pitcher,