Jared Wyllys

Wheaton

Writer at Freelance

Writer at CHGO Sports

BBWAA. Baseball writer for @CHGO_Sports. Fan of cigars and Kentucky basketball.

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Articles

Cade Horton goes toe-to-toe with Paul Skenes, offense comes up short

2 weeks ago | allchgo.com | Jared Wyllys

A fielding error often happens because a player is thinking too far ahead, like failing to secure a ground ball because he’s thinking about the throw. Step one has to happen before step two. A baseball team can falter in a season for a similar reason. Start watching the standings too closely or thinking about playoff hopes too soon, and bad things will often happen. It’s hard to resist doing that, however, especially when the Cubs are doing as well as they are.
White Sox offense slowly improving thanks to focus on detail

2 weeks ago | allchgo.com | Jared Wyllys

Grady Sizemore has filled a few different roles for the White Sox, including being called upon to manage the team after Pedro Grifol was fired last August. That’s a role Sizemore was clear from the beginning — and still maintains — that he is not interested in, but he has remained invested in the Sox organization. This season, he is serving as the White Sox offensive coordinator.
"Keep doing what you're doing"

3 weeks ago | allchgo.com | Jared Wyllys

Jun 4, 2025; Chicago, Illinois, USA; Chicago White Sox first baseman Tim Elko (30) singles against the Detroit Tigers during the fourth inning at Rate Field. Mandatory Credit: Kamil Krzaczynski-Imagn ImagesThere’s a lot less fanfare the second time a player is called up to the big leagues.
Disappointments

3 weeks ago | jaredwyllys.substack.com | Jared Wyllys

On Sunday, I took my youngest son to Wrigley Field to watch the Cubs play the Reds. We had seats way down the right field line in section 232; that’s easily one of the more underrated parts of the ballpark. You have a view angled toward home plate and are at home run distance without dealing with the craziness that sometimes happens in the outfield bleachers, and all for one of the more reasonably priced tickets at the Friendly Confines.
Chicago Cubs Pitching Staff Will Need Trade Deadline Help

4 weeks ago | forbes.com | Jared Wyllys

There are plenty of reasons to be surprised the Chicago Cubs are doing as well as they are at this point in the season. As May comes to a close, they have a solid lead in their division and are among the top teams in the National League. That’s despite playing through the hardest strength of schedule in the first month of the season and going without their top two starting pitchers in Justin Steele and Shota Imanaga.
Cubs rotation has been steady, but is it starting to wobble?

4 weeks ago | allchgo.com | Jared Wyllys

May 30, 2025; Chicago, Illinois, USA; Chicago Cubs pitcher Colin Rea (53) throws the ball against the Cincinnati Reds during the first inning at Wrigley Field. Mandatory Credit: David Banks-Imagn ImagesDespite losing Justin Steele to Tommy John surgery in April and Shota Imanaga to a hamstring strain in early May, the Cubs starting pitching staff has held it together respectably. Going into the weekend series against the Reds, the Cubs’ starters had a collective 3.95 ERA and a 3.3 fWAR.
Cubs Made A Wise Investment In Matthew Boyd

1 month ago | forbes.com | Jared Wyllys

In the finale of a three-game sweep of the Rockies on Wednesday night, Matthew Boyd tossed six one-run innings. He struck out eight, walked none, and gave up just two hits. It was his fourth quality start of May and sixth of the season. Seventh, if you include an April start against the Dodgers in which three of the six runs he allowed were unearned. In eleven starts this year, Boyd has 64 strikeouts compared to 15 walks. In the month of May, Boyd has struck out 34 batters while walking only two.
The “Fun Bad” White Sox Are Actually Much Better Than Last Year

1 month ago | forbes.com | Jared Wyllys

On the day after Memorial Day, the White Sox are 17-37. They have had a few long-running losing streaks. They’ve coughed up a handful of games thanks to poor play, errors, and bad relief pitching. They’re bad. Against the Rangers at Rate Field on Sunday, the White Sox lost a lead late in the game thanks in part to Lenyn Sosa not having his foot on first base to secure a crucial out. To be fair to Sosa, he is not a true first baseman, so mistakes like the one on Sunday are bound to happen.
Colson Montgomery among a group of Sox hitters working to improve

1 month ago | allchgo.com | Jared Wyllys

Headed into spring training, Colson Montgomery was widely considered a frontrunner to be the starting shortstop for the White Sox on Opening Day. But lingering back spasms limited him to just nine Cactus League at-bats, and Montgomery started the season at Triple-A Charlotte instead. There, he struggled at the plate so badly that by April 30 he was sent to the team’s Arizona facilities to work on his swing.
Pete Crow-Armstrong Playing To Healthy Payday

1 month ago | forbes.com | Jared Wyllys

There is only one player ahead of Pete Crow-Armstrong in wins above replacement through the first two months of the season, and it’s .400-hitter Aaron Judge. In a typical season, Crow-Armstrong’s WAR mark of 3 wins would probably be leading all of baseball. Even though he is getting upstaged by Judge just a bit, Crow-Armstrong is having a dynamic season for the Chicago Cubs; one that will probably earn him a healthy contract extension this offseason.