Chicago Cubs Free-Agent Pitching Target Now Open to Short-Term Deal

The Chicago Cubs went the short-term, opt-out route with Cody Bellinger and it paid off with his 2023 NL comeback player of the year award and his flip to the New York Yankees in a trade this offseason.

Bellinger needed a deal like that because his value was at an all-time low after the 2022 season, when he was non-tendered by the Los Angeles Dodgers.

That isn’t the case with free agent starting pitcher Jack Flaherty. But he now appears open to going that route, too.

Spring training is a month away and, per The Athletic, Flaherty is one of two high-profile free agents willing to go the route of players like Bellinger in signing a deal with a shorter term that includes a higher average annual value and opt-outs in the contract.

Three other high-profile free agents had to go that route last offseason — Blake Snell, Matt Chapman and Jordan Montgomery. They, along with Bellinger, were represented by agent Scott Boras.

Snell and Chapman parlayed their short-term deals into longer-term deals this offseason. Snell snagged a five-year, $182 million deal with the Dodgers. Chapman re-signed with the Giants for six years and $151 million.

Flaherty signed a one-year, $14 million deal a season ago. He may not command the short-term deal that Snell received from the Giants last offseason, which was two years for $62 million, with an opt-out after the first year.

But, as the top starting pitcher on the market, he and his representatives at CAA could use that as leverage to increase his salary in the short term and give him the chance to re-explore the market later.

He also happens to be a bit younger than Snell (32 years old) and Chapman (31 years old), so the right-hander has the time to take that sort of deal and cash in later.

For the Cubs, getting Flaherty, even for a year, slots in him into a rotation with Justin Steele, and Shota Imanaga at the top and allows the Cubs to sort through Jameson Taillon, Javier Assad, Matthew Boyd, Jordan Wicks and Ben Brown as additional options.

Flaherty is entering his age 29 season at a time in which his value has never been higher. He’s coming off a career year in 2024, in which he went a combined 13-7 with the Detroit Tigers and the Los Angeles Dodgers. He had a 3.17 ERA, with 194 strikeouts and 38 walks in 162 innings.

The former first-round pick of the St. Louis Cardinals made his MLB debut in 2017 with the Cards and played most of his career there until he was traded at the 2023 deadline to the Baltimore Orioles, where his performance tailed off.

He has a career record of 55-41 with a 3.63 ERA, with 942 strikeouts and 292 walks in 829.2 innings. He has a lifetime 10.2 strikeout rate per nine innings.

Related Posts

CONGRATULATIONS: Mookie Betts OFFICIALLY BECOMES THE NEW CAPTAIN OF THE DODGERS – A NEW ERA OF LEADERSHIP HAS BEGUN Mookie Betts – the MVP superstar, World Series champion, and irreplaceable pillar of the Los Angeles Dodgers – has officially been given the captain’s armband, becoming the team’s new captain. This symbolic decision not only honors Betts’ class and leadership but also ushers in a new era of leadership at Dodger Stadium…

A New Standard in Blue: How Mookie Betts Becoming Dodgers Captain Signals the Dawn of a Defining Era The Los Angeles Dodgers have entered a new chapter,…

Rafael Devers spoke about the truth regarding the LGBT community, leaving all the journalists speechless, and he believes that’s something many of us want to say too…

Rafael Devers Spoke About the Truth Regarding the LGBT Community, Leaving All the Journalists Speechless, and He Believes That’s Something Many of Us Want to Say Too…

🚨 INSIDER BUZZ GROWS: A subtle hint from an MLB insider is fueling speculation that the Orioles may be positioning themselves for another major offseason splash. While details remain scarce, the timing and context have fans wondering if a bold move could be closer than it appears

Orioles Appear Poised for One Final Splash as Offseason Nears Its End The Baltimore Orioles have been anything but quiet this offseason. After a brutal 2025 campaign…

🚨 A DIFFERENT KIND OF CONFIDENCE IN ATLANTA: As Ronald Acuña Jr. continues his ACL rehab, there’s no visible panic—only calm, steady belief radiating through the Braves’ clubhouse. Without promising timelines or forcing optimism, his quiet confidence is lifting teammates and reassuring fans. If this is the tone during recovery, it may say everything about what’s coming next for the Braves

When Ronald Acuña Jr. said, “I feel great,” it wasn’t delivered as a headline-grabbing proclamation. There was no dramatic flourish, no attempt to sell hope. It was…

“Even if it made me more famous or got me more sponsorship deals, I would never accept it.” Alex Bregman’s chain reaction of reactions at the Red Sox sparked outrage after he refused to play in a shirt featuring the Rainbow (Pride) theme to honor the LGBTQ+ community. He declared his stance firm. His strong position divided fans across the country and ignited a heated debate about expressing pride in sports…

“Even if it made me more famous or got me more sponsorship deals, I would never accept it.” Alex Bregman’s chain reaction of reactions at the Red…

🚨 ROSTER STRATEGY RAISES EYEBROWS: In an effort to fix a shaky offense, the Twins have turned to additions that rank among MLB’s weakest hitters, a move that’s already drawing criticism. The approach has fans questioning whether Minnesota is prioritizing short-term depth or taking a risky gamble that could backfire

Twins’ Recent Position-Player Additions Have Been Among MLB’s Worst Hitters The Minnesota Twins don’t have to look far to identify what went wrong in 2025. They finished…