Jordan Montgomery faces a challenging road ahead, as he prepares for his second Tommy John surgery due to ongoing issues with his left elbow. The Arizona Diamondbacks pitcher revealed that his elbow didn't respond well during recovery, prompting further examinations that necessitated surgery. Montgomery, who previously underwent the procedure while with the Yankees, has had a tumultuous two years, marked by ups and downs including a strong postseason performance with the Texas Rangers and a subsequent difficult free agency period.

Joining the Diamondbacks on a one-year, $25 million contract, Montgomery struggled to find his footing, posting a 6.23 ERA in 2023. Despite the disappointing performance, he exercised his $22.5 million player option for the upcoming season. With Montgomery sidelined, the Diamondbacks will have to adjust their rotation, which includes Zac Gallen and the newly acquired Corbin Burnes. Montgomery’s career thus far has shown promise, yet his health issues continue to pose significant challenges for his future.