Does Jake Cronenworth Offer Padres The Easiest Path To Acquire Pitching?

With Major League Baseball's Winter Meetings underway this week, there are certainly questions as to how active A.J. Preller and the San Diego Padres stand to be. The needs are clear: The team needs supplementary offense, starting pitching, and relief depth. Resources, however, are limited in the face of a rumored exploration of a sale of the franchise and a farm system that sits at or near the bottom of just about every outlet's rankings. 

Which is why the pursuit of any meaningful addition is going to require the Padres to sacrifice from their big league roster more than they have in recent years. One name floating out in the trade ether at this point is Jake Cronenworth. 

We know that the team was getting calls on him prior to the trade deadline. The same is true now, according to Dennis Lin of The Athletic. We also know that among the team's long-term contracts, he offers the most reasonable for a team to fit into their payroll. His contract runs through 2030 and lives in the neighborhood of $12 million. This stands opposed to someone like Xander Bogaerts, whose contract runs through 2033 to the tune of more than $25 million a year. Of the team's position players, those are the two the team would likely be most willing to move, in contrast to names like Fernando Tatis Jr., Jackson Merrill, or Manny Machado. 

Cronenworth brings a level of versatility to his game and an approach that teams would love to add. While he's never replicated the power output he demonstrated back in 2021 (.194 ISO), his 13.4 percent walk rate stood as one of the best in baseball last season. The blend of approach and power, even if now only occasional, mixed with positional flexibility at a reasonable price point, could provide the Padres with an opportunity to bring in a starting arm that they're so desperately coveting at present. 

Perhaps a team like the Pittsburgh Pirates, starved for offense and always operating within a tight budget, could be a landing spot. Mitch Keller's name was out there at the 2025 trade deadline. He offers a mid-tier option capable of eating some innings. It's worth noting that the Pirates are also one of several teams that were recently linked to Arizona Diamondbacks second baseman Ketel Marte. 

The Marte component becomes interesting because it indicates the market has a handful of teams looking to fill a spot at the keystone. The Boston Red Sox, Philadelphia Phillies, Seattle Mariners, Detroit Tigers, Tampa Bay Rays, and Toronto Blue Jays are all teams that have been mentioned in connection with some level of Marte interest. Not all of those teams have the starting pitching the Padres desire, but they also don't all have a clear vacancy at second base either. More than anything, this speaks to the fact that teams that miss out on Marte (should he actually be moved) could pivot to Cronenworth as a suitable backup capable of providing some stability in the lineup. 

A team like Toronto could be interesting given their newly-found depth on the heels of signing former Padre Dylan Cease and Cody Ponce. Would someone like José Berríos fit into that Keller mold, where you get the contract through 2028 (at $24 million in the final two years) and hope for a bit more out of the upside? You get something of a middle-tier starter from a team with a rotation logjam while, in a roundabout way, not having to invest fully in a new contract. Teams like the Mariners or Rays certainly offer some organizational depth on the pitching front, as well. 

Either way, a potential shipping off of Cronenworth would appear to offer the most efficient path toward acquiring a starting pitcher. It's possible the team has to take on some salary, but Cronenworth's contract should help to offset things in a way that would make an acquisition less cumbersome against the payroll. Of course, then you have to reckon with the vacancy wrought by his departure. 

It's a complex situation, but the Winter Meetings present the Padres with an opportunity to earnestly begin their pursuit of a much-needed starting arm. Such an avenue could very well begin with trading their infield mainstay.