Skip to main content
Come Fan with UsSunday, June 21, 2026

Jake Arrieta and the Cubs aren’t close to an extension

Thursday’s Say Hey, Baseball includes the Cubs and Arrieta disagreeing on years, the underachieving Royals and the early season cushion of the White Sox.

If you buy something from a link, Vox Media may earn a commission. See our ethics statement.

Chicago Cubs v Cincinnati Reds
Chicago Cubs v Cincinnati Reds
Photo by Jamie Sabau/Getty Images

Listen, we know it’s tough to catch up on everything happening in the baseball world each morning. There are all kinds of stories, rumors, game coverage, and Vines of dudes getting hit in the beans every day. Trying to find all of it while on your way to work or sitting at your desk just isn’t easy. It’s okay, though, we’re going to do the heavy lifting for you each morning, and find the things you need to see from within the SB Nation baseball network, as well as from elsewhere. Please hold your applause until the end, or at least until after you subscribe to the newsletter.

* * *

Jake Arrieta is pretty good at that whole pitching thing. It took him some time -- and an escape from Baltimore’s notoriously inept pitcher development program -- to get to that point, but he’s very obviously here and here to stay. Arrieta won the NL Cy Young in 2015, and he’s been even better to begin 2016, allowing just 15 hits over his first four starts and 31 innings while averaging less than one run allowed per game. Arrieta is 30 now and won’t be a free agent until 2018, but the Cubs seem happy to get him at the price they want or not at all, as the two sides are years apart on an extension.

Arrieta (and his agent, Scott Boras) are looking for a seven-year extension and asked for that very thing this offseason. The Cubs were thinking more like three or four years, which, when combined with the two seasons he still had left before free agency, would essentially be a five- or six-year deal. There are often concerns about the toll of hundreds and hundreds of big-league innings on a pitcher in their 30s, but Arrieta’s failure to latch on to a big-league job for good until he got to the Cubs in 2014 means he only has 826 innings behind him despite seven seasons in the majors. He set a career-high in 2014 with 156 frames (passing the 150 he threw as a 23-year-old in the minors), then a new one in 2015 with 229, so outside of the usual risk of pitchers getting hurt at any time, there isn’t anything special or worrisome about Arrieta’s age or prior workload.

Even with that, though, the Cubs probably won’t extend him. They might end up re-signing him when he finally does hit free agency, but it seems unlikely Theo Epstein and Co. will give Arrieta a $200 million-plus, seven-year deal with two years left to go before other teams can compete for his services. It’s not the wrong move to make, either: you couldn’t fault them for locking Arrieta up and believing in him, but baseball is a cruel sport and they have two more seasons of him before they need to make a decision, so they might as well minimize that risk while they can. Plus, Arrieta is a Boras client: it’s not like he’s going to be available at a discount because he signed early, anyway.

See More:

More in MLB

MLB
Oklahoma-Georgia gave us an incredible family moment at the Men’s College World SeriesOklahoma-Georgia gave us an incredible family moment at the Men’s College World Series
MLB

Kolby Branch’s final collegiate swing capped off a bittersweet night for the Branch family in Omaha

By Mark Schofield
MLB
Men’s College World Series 2026: Schedule, scores, and how to watchMen’s College World Series 2026: Schedule, scores, and how to watch
MLB

Here is everything you need to know about the 2026 Men’s College World Series, from the full schedule to how to watch

By Mark Schofield
MLB
Owen Hull and UNC knock off West Virginia to advance to the MCWS FinalsOwen Hull and UNC knock off West Virginia to advance to the MCWS Finals
MLB

UNC is headed to the Men’s College World Series Finals after knocking off West Virginia in Omaha

By Mark Schofield
MLB
Men’s College World Series: Joey Volchko dominates as Georgia knocks off TexasMen’s College World Series: Joey Volchko dominates as Georgia knocks off Texas
MLB

Georgia’s Joey Volchko was dominant as the Bulldogs knocked off Texas to open their MCWS

By Mark Schofield
MLB
Men’s College World Series: Gavin Gallaher, Colin Hynek deliver for UNC vs. Ole MissMen’s College World Series: Gavin Gallaher, Colin Hynek deliver for UNC vs. Ole Miss
MLB

Gavin Gallaher’s first career MCWS hit came at a perfect time for UNC against Ole Miss

By Mark Schofield
MLB
Men’s College World Series 2026: One key player for each teamMen’s College World Series 2026: One key player for each team
MLB

Here is one key player to watch on each team at the Men’s College World Series

By Mark Schofield