As MLB free agency approaches, the Chicago Cubs are exploring ways to bolster their pitching rotation, and one name that keeps surfacing is Jack Flaherty. A former standout for the St. Louis Cardinals, Flaherty showed flashes of brilliance early in his career. However, injuries and inconsistencies have plagued him in recent seasons, leaving many to wonder if he’s worth the risk. Here’s why the Cubs should seriously consider giving Flaherty a fresh start.
Flaherty’s 2019 campaign with the Cardinals had everyone talking, as he posted an impressive 2.75 ERA and was among the National League’s elite pitchers. But since then, his performance has been mixed, affected largely by shoulder and oblique issues. Still, at 28 years old, Flaherty has time on his side, and the Cubs may view him as a high-upside, low-risk option.
The Cubs’ rotation currently lacks a true ace, and while Flaherty may not immediately fill that role, he could add depth and strikeout potential to a pitching staff that needs it. His 2023 stint with the Orioles showed some promise, but he’ll need stability and health to regain his previous form. Could a change of scenery to Wrigley Field be just what he needs?
If the Cubs pursue Flaherty, they would likely aim for a short-term, incentive-heavy contract. Such a deal could protect the team financially while giving Flaherty an opportunity to prove he’s still got the talent to be a front-line starter. The Cubs’ front office has recently leaned into flexible, high-reward contracts for players with potential, and Flaherty fits that mold.
However, signing Flaherty isn’t without risks. His recent injury history might make the Cubs hesitant to invest, even on a short-term basis. If Flaherty’s struggles continue, it could cost the team valuable starts in a competitive NL Central division. Cubs fans may recall similar risk-reward scenarios with mixed outcomes, adding to the potential anxiety.
With the Cubs aiming to contend, pitching depth will be crucial for sustained success. If Flaherty can stay healthy, he could provide quality innings, especially as a mid-rotation starter. At his best, he can go deep into games and rack up strikeouts, something the Cubs will need as they vie for a playoff spot.
As free agency unfolds, the Cubs will have to decide if Flaherty’s potential is worth the gamble. For now, fans can only watch and wait, hoping the front office makes the right moves to bring postseason success back to the North Side of Chicago.
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