Chuck Garfien sits down with White Sox hitting coach Derek Shomon to revisit his bold spring training prediction of a top-10 offense, discuss whether this lineup has become the "pain in the ass" offense he envisioned, and break down the 22-run outburst against the Royals and the dramatic 9th inning back-to-back homers against the Guardians. Shoman also shares insight on Tristan Peters' season, Colson Montgomery's ceiling, Randal Grichuk's impact, and the story behind the White Sox's popular "Strokin'" shirt.

Chuck Garfien sits down with White Sox veteran outfielder Randal Grichuk to discuss why he joined the White Sox, his role as a veteran presence and mentor on a young roster, the art of pinch-hitting, and why he believes this team still has a chance to make a run at the postseason.

White Sox pitcher Mike Vasil returns for his third monthly check-in of the season, but this time the fans take over in a special Ask Me Anything episode. Vasil shares the origin story of the famous wizard hat, discusses what Kyle Teel’s return means to the team, provides an update on his rehab, and answers everything from his exchange with Tarik Skubal and the future of the magic wand to Portillo’s orders, potential managerial aspirations, whether he sees the White Sox as a playoff team, and more.

Chuck Garfien sits down with former White Sox Rookie of the Year, All-Star, and fan favorite Ron Kittle to relive the magic of the 1983 “Winning Ugly” team that captured the AL West title. Kittle shares stories about how the White Sox found him, what made that club so special, memorable moments from the division-clinching season, and the heartbreak of the 1983 ALCS. He also looks ahead to the upcoming 1983 team reunion, reflects on the unforgettable 25-inning game in 1984, and shares his thoughts on the up-and-coming 2026 White Sox.

Chuck Garfien sits down with Brian Kenny to discuss whether the White Sox are for real and what their recent stretch against the Braves and Dodgers says about the team's progress. Brian compares the White Sox rebuild to successful turnarounds from the past, weighs their chances of winning the AL Central, and breaks down the breakout seasons of Miguel Vargas and Davis Martin. They also discuss the role of technology in hamate bone injuries, preview his upcoming conversation with Ozzie Guillén, and look back on his memorable debate with legendary White Sox announcer Ken "The Hawk" Harrelson on MLB Network.

Chuck Garfien sits down with White Sox catcher Kyle Teel to talk about where he is in his road to recovery from a sprained lateral collateral ligament in his right knee. Kyle also tells Chuck that if he weren't playing baseball, he would be a storm chaser.

Chuck Garfien opens the mailbag and answers a wide range of questions from White Sox fans in this Ask Me Anything episode. He shares his thoughts on Braden Montgomery's future, compares the current White Sox to teams from different eras of franchise history, and identifies the South Side hitter opposing pitchers least want to face right now.

Chuck also tackles a wave of trade deadline scenarios, including whether he would pursue Tarik Skubal, which impact bat he'd like to add, and the surprising All-Star he’d target in a hypothetical deal. Plus he recommends some of his favorite White Sox books, reflects on memorable pickup basketball games during his ESPN days, shares his favorite pizza, and looks back on cherished memories of Stacey King.

Chuck Garfien talks with legendary broadcaster Bob Costas to revisit iconic White Sox history, including the 1983 "Winning Ugly" team and the All-Star Game that lit up Comiskey Park that same summer. Bob also reflects on broadcasting giants Vin Scully and Harry Caray and shares his favorite memory from Later with Bob Costas: a sit-down with Paul McCartney that he calls the highlight of his career.

Chuck gets Bob's thoughts on calling Bulls games at Chicago Stadium, the dynasty years with Michael Jordan, and the moment he realized he had just called a historic shot against the Utah Jazz. Plus, Bob weighs in on Ozzie Guillen, the upcoming 80s-themed game where he'll join Steve Stone in the booth, and whether this current White Sox team has a path to October.

Chuck Garfien welcomes former major leaguer and current head coach for Fort Worth Christian Rusty Greer for an inside look at one of the most talked-about names heading into the 2026 MLB draft, Grady Emerson. Greer breaks down what separates Emerson from other top prospects, the big-league players he sees in his game, and why his makeup continues to stand out just as much as the tools that have him projected near the top of the draft.

Greer shares stories from Emerson’s rise, including arranging a meeting with Bobby Witt Sr. and Bobby Witt Jr., navigating a season filled with scouts and expectations, and watching Emerson thrive under pressure while posting eye-popping numbers. Chuck also asks Greer about his playing days when he was a bonafide White Sox killer. 

Tyler Davis joins the podcast to reflect on the winding path that finally led him to the major leagues at 27 years old. Davis revisits his days as a two-way standout at Sam Houston State, where he posted a 1.112 OPS in his senior season, and shares the frustration of going undrafted despite putting up huge offensive numbers. He also looks back on life in independent baseball with the Oakland Ballers and the moment everything changed when the White Sox signed him and gave him another opportunity to keep chasing the dream.

Davis also shares stories from his rise through the White Sox system, including winning a championship in Birmingham alongside teammates like Rikuu Nishida and the emotions of learning he was heading to the big leagues. He relives striking out the first batter he faced in MLB, talks about navigating pressure situations with runners on base, and explains what he’s learned from tough outings this season. Plus, Davis weighs in on whether he misses hitting, how he thinks he’d fare against MLB pitching as a position player, the teammates who helped him settle in, and what he hopes people remember most about his career years down the road.