The New York Yankees made a bold move this offseason. No, not the move to end their no-beard policy. Their bold move sent Nestor Cortes to the Milwaukee Brewers in exchange for closer Devin Williams.

It was a move that signaled their commitment to run-prevention and reshaping after losing free-agent slugger Juan Soto in free agency.

The question is whether they should lock Williams in long-term or wait to see how he handles New York’s pressure-filled environment before committing to an extension.

It was a move that signaled their commitment to run-prevention and reshaping after losing free-agent slugger Juan Soto in free agency.

The question is whether they should lock Williams in long-term or wait to see how he handles New York’s pressure-filled environment before committing to an extension.

According to Tim Britton of The Athletic, waiting would be in the best interest of both sides.

A projected deal in the five-year, $80 million range has been floated, putting Williams just below the four-year, $72 million contract that Tanner Scott signed with the Dodgers this offseason. Williams, known for his elite “Airbender” changeup, has been one of the most dominant relievers in baseball over the last few years.

However, after a late start in 2024 due to injury, the Yankees have reason to evaluate him before signing him to a major contract.

Williams has every reason to bet on himself this season. He could reset the reliever market next off-season if he stays healthy and dominates. For the Yankees, the volatility of relief pitchers is always a concern, and adding the unknown of how Williams will handle the pressure of pitching in New York makes it even more reason to wait.

After spending his entire career in Milwaukee, stepping into the spotlight of Yankee Stadium is an adjustment-one the front office will want to monitor before committing long-term dollars.

Williams has already made headlines in the Bronx before throwing a pitch there.

Unhappy about shaving his trademark beard, Williams went to owner Hal Steinbrenner to explain his point of view and helped change the Yankees’ long-standing beard policy. He admitted that the ban would have influenced his decision when he hits free agency.

Now that obstacle has been removed, Williams and the Yankees can wait to see if it is a good fit.