Roch Cholowsky's Historic Contract Comes With Surprise Twist

Aiming to reshape their future, the Chicago White Sox secure top MLB draft pick Roch Cholowsky with an unprecedented signing bonus, marking a new era for the franchise.

Roch Cholowsky didn’t linger long after going No. 1 in the MLB draft. The UCLA shortstop and the Chicago White Sox have reportedly already locked in a record-setting deal, with Cholowsky landing a $10.35 million signing bonus, according to MLB.com.

That figure comes in about $1 million below the slot value for the pick, but it still clears the previous high by $1.1 million. Before Cholowsky, the record belonged to Cincinnati Reds pitcher Chase Burns and Colorado Rockies outfielder Charlie Condon, who each signed for $9.25 million after being taken second and third in the 2024 draft.

The White Sox had not held the No. 1 pick since 1977, when they selected Hall of Fame right fielder Harold Baines. On Sunday afternoon at Rate Field, Cholowsky met that history in person, throwing a ceremonial first pitch to Baines.

Cholowsky’s connection to Chicago wasn’t built in a day. He visited the city in early June, spent time with White Sox coaches, players, front office staff and owner Jerry Reinsdorf, and watched Braden Montgomery launch a walk-off homer in his major-league debut. The next morning, Cholowsky said he called his agent and told him, “That’s where I want to be.”

The 21-year-old may not be there for long. The Athletic’s draft expert Keith Law said Cholowsky “should move quickly through the low minors,” and his pre-draft evaluation was glowing.

Cholowsky hit .320/.452/.636 as a junior at UCLA, with 21 home runs in 60 games. Law called him “a polished shortstop with power and excellent instincts on both sides of the ball” and wrote: “Barring injury, I don’t see a world where he’s not at least an everyday MLB shortstop who hits 15-20 homers - his ceiling is 25-30 homers with a high OBP - and he’ll play plus defense in any scenario.”

There were some questions, though, after his production dipped during his junior year following a sophomore season that featured a 1.190 OPS. White Sox general manager Chris Getz addressed that concern and said the club was comfortable with what it found “under the hood.”

Cholowsky also comes from a baseball family. His father, Dan, was a first-round pick himself, going No. 39 to the St.

Louis Cardinals in 1991. A versatile defender, Dan Cholowsky played every position on the diamond over eight minor league seasons with the Cardinals, Chicago Cubs and Rockies, and now works as an area scout for the Reds.

Chicago added another notable name to its draft class the day before the draft, trading for the No. 34 pick and pushing its bonus pool to a record total of nearly $20.5 million. The White Sox used that selection on high school shortstop Landon Thome, the son of Hall of Famer Jim Thome, who is now a special assistant to Getz. The Thomes also took part in a ceremonial first pitch Sunday.

Teams have until 5 p.m. ET on July 27 to finalize deals with their draft picks.

“At the end of the day, we were most comfortable with Roch Cholowsky with our first pick,” Getz said, “regardless of what the signing bonus was going to be.”

In Other News...

One Bears Newcomer Could Make Ryan Poles Look Very Smart

The Bears spent the offseason trying to shore up the middle of their defense, signing three veteran defensive tackles and then adding Jordan van den Berg in the sixth round of the 2026 NFL Draft for more depth. It was the kind of position-group makeover that usually signals a team is looking for answers after getting pushed around up front, and Chicago clearly wants more from its interior line in both the pass rush and the run game.

Neville Gallimore is the newcomer who could end up making the biggest difference, and the Bears gave him the clearest path to prove it with a two-year deal. If he settles in quickly, he has a chance to become the sort of under-the-radar addition that helps Ryan Poles look sharp for betting on a revamped defensive tackle room, especially with the team still trying to solve some lingering issues from last season. [Read more 🡒]

Bears May Have One Low-Cost Answer To Their Pass Rush Problem

The Bears pass rush was one of the clearest weak spots in 2025, finishing near the bottom of the league in pass-rush win rate and leaving Montez Sweat without a dependable running mate off the edge. With the front office still having done little to materially change that picture, any realistic fix has to be both affordable and tied to a player who still has some upside left to tap.

One analyst floated a low-cost swing that would fit that bill, suggesting Chicago could explore a trade involving a late 2027 draft pick for a Kansas City edge rusher with some intriguing traits but an uneven path so far. The appeal is obvious for a team that needs help without spending big, especially if Kansas City is willing to deal from a position where it has already invested heavily and added more young talent. [Read more 🡒]

Bears Are Running Out Of Time To Fix One Lingering Problem

The Bears have spent much of the 2025 season dealing with a pass rush that never quite settled into place, and it has left the front seven looking like the rosters most obvious unfinished project. Chicago has been linked to veteran help as the market narrows, with Zachary Pereles of CBS Sports noting the team as a possible fit for a proven edge presence who could give the defense a much-needed boost.

Jadeveon Clowneys name fits that conversation because he still brings the kind of disruptive ability Chicago has been searching for, and his 2025 run with Dallas showed he can still make an impact in a meaningful role. The Bears have not made any signing official, but with the season moving on and the pressure to shore up that part of the defense only growing, the question is whether they can afford to wait much longer before deciding how to fix it. [Read more 🡒]