Anthony Santander and Jack Flaherty are reportedly considering short-term contract offers

During the ongoing offseason, some of the major free agents who are still available are reportedly considering short-term deals with high average annual values. This strategy, similar to what the “Boras Four” did last winter, involves players like Anthony Santander and Jack Flaherty being open to this type of contract. Additionally, reports suggest that Pete Alonso’s camp has offered a three-year deal to the Mets with opt-outs, but it’s unclear if he is considering similar offers from other teams.

Previously, Santander and Flaherty were seeking longer five-year deals, with Santander even receiving an offer from the Blue Jays. However, their openness to short-term contracts may indicate a shift in their preferences. This change could potentially expand their market and garner more serious interest from teams already connected to them.

For example, Flaherty has been linked to the Cubs, but there may be concerns regarding his asking price. The Tigers have also shown interest in both Flaherty and Santander, opting for short-term deals with other players to improve their roster without committing long-term. These developments could prompt teams to intensify their pursuit of these players.

While short-term deals can reduce risk for teams, they also come with uncertainties. Not all such contracts have been successful, as seen with past deals like Montgomery’s struggles in Arizona and Bellinger being traded after a mediocre season. Despite potential downsides, clubs may prefer short-term deals to avoid being tied to a player’s decline in performance.

For players, accepting short-term, high-AAV offers can be a gamble. Injury or poor performance could impact their future value in free agency. Nonetheless, taking this approach could benefit players like Santander, who could increase their value by hitting free agency again after a successful season. However, players like Flaherty, who are not tied to Qualifying Offers, face added risks but could also establish their worth with a strong season.

Considering the financial implications, clubs may have reservations about offering high annual salaries, especially those near the luxury tax threshold or with tight budgets. Players like Alonso aiming for record AAVs may face challenges finding a suitable deal, as teams may be reluctant to commit to such high figures on short-term contracts.