IMO, there would be a compelling pitch to be made to Crochet that would be somewhat unique to the White Sox, and that would be significantly front loading the contract extension. The Sox payroll should be historically low the next 2 seasons, Crochet is still just 25. Additionally, it's objectively true he's dealt with injuries and missed significant time during his career, which creates risk for both Crochet and the team signing him to an extension. A front loaded deal gets him paid more, faster, and creates payroll flexibility for the White Sox in 2027-2028 when theoretically the team is in a position to compete, and Crochet is still 28-29 years old.