Cubs or Astros? Ryan Pressly Faces Career-Defining Decision

The offseason spotlight is shining on two-time All-Star closer Ryan Pressly as he narrows his options to two destinations: stepping into the closer role with the Chicago Cubs or remaining with the Houston Astros as a late-inning reliever. According to USA Today’s Bob Nightengale, the decision has boiled down to these two choices, with the Detroit Tigers officially out of the mix.

Nightengale shared the latest on X, writing, “It’s the Cubs as closer or just late-inning reliever for the Astros for Ryan Pressly. It’s his choice. Tigers are out.”

The Cubs’ Pursuit of a Dominant Closer

For the Cubs, landing Pressly would solidify a bullpen that could use an elite arm to close out games. Pressly, who racked up 64 saves across two seasons before the arrival of Josh Hader in Houston, is still one of the best late-inning options in baseball. While he transitioned to a setup role with Hader’s dominance taking over, Pressly’s pedigree as a reliable closer makes him a top target for Chicago.

A Familiar Backup Plan

If Pressly opts to stay in Houston, the Cubs have a contingency plan. FanSided’s Michael Brakebill suggested Chicago could turn to veteran reliever David Robertson, who is no stranger to Wrigley Field. Robertson served as the Cubs’ closer during the 2022 season, posting a stellar 2.23 ERA before being traded to the Phillies.

“In the event that Pressly decides to stay in Houston, the Cubs will likely pivot to David Robertson, who the team has had a working relationship with for some time,” Brakebill wrote. “Robertson may be 39 years old now, but still owns a 2.82 ERA over the last three seasons combined.”

Though Robertson is nearing 40, his consistency over the last few seasons makes him a viable alternative if the Cubs miss out on Pressly.

Houston’s Role in the Decision

For the Astros, retaining Pressly in a late-inning role would further bolster one of the league’s top bullpens. While Hader’s presence shifted Pressly out of the closer role, his experience and ability to handle high-leverage situations make him an integral part of Houston’s bullpen depth.

What’s Next for Pressly?

Pressly’s decision could shape the landscape for both teams heading into the 2025 season. For the Cubs, adding a proven closer like Pressly would be a game-changer as they aim to contend in the NL Central. For the Astros, keeping him in Houston would ensure their bullpen remains a strength.

Whether Pressly heads to Chicago to reclaim a closer role or stays in Houston as a key setup man, his impact will undoubtedly be felt. With the Tigers out of the picture, all eyes are now on Pressly as he decides where his next chapter will unfold.