Although there are quite a few decent players left on the open market, there are also several free agents the Chicago Cubs will regret not signing to a deal with this winter. After acquiring Michael Busch via trade, the Cubs have put their eggs in one basket, holding out hope for a guy like Cody Bellinger or Matt Chapman. Of course, Jed Hoyer always has a master plan that tends to come to fruition, proving to us that he knows what he's doing. Still, it's been a dangerous game with Scott Boras. Waiting it out is either genius or the worst thing you can do. That being said, here are three players the Cubs will wish they had acquired this offseason.
3 players the cubs will regret not signing - 3. Sonny Gray
Sonny Gray has been just about elite when anchoring a team's starting rotation. In the past two seasons, he has recorded a 2.90 ERA that has spanned 303.2 innings. His FIP over that time sits at a remarkable 3.05, and his 145 ERA+ is 45% better than the league average. In 2023, he recorded a 2.79 ERA and a league-leading 2.83 FIP en route to his third All-Star honor while becoming the bonified ace of the Minnesota Twins' pitching staff.
His three-year, 75.0M dollar contract could have been highly reasonable for the Cubs. To make matters worse, Gray wound up in the NL Central with the St. Louis Cardinals. His 2.70 ERA with the Cincinnati Reds is not something I want to see more of this coming year. Hopefully, passing on Gray won't haunt the Cubs for the next three years.