Brett and Michael return from the holiday break to react to the Cubs’ blockbuster trade for Edward Cabrera, reported by Bleacher Nation’s Michael Cerami. They discuss the upside and risks of the deal, the prospect cost, and how it could impact the Cubs’ outfield plans—including whether a Cody Bellinger reunion makes sense.

Brett and Michael check in on the Cubs’ offseason, discussing roster questions, potential moves, and how the front office may approach the rest of the winter.

Brett and Michael recap a quiet Winter Meetings, discuss the Cubs’ signing of lefty reliever Hoby Milner and what it means for the bullpen, and touch on the shrinking closer market. They also dig into the latest Alex Bregman rumors as the offseason market slowly takes shape.

Brett and Michael preview the Winter Meetings, discuss Pete Crow-Armstrong’s extension outlook, and react to the Cubs’ minor league deal with Scott Kingery. They also touch on Kyle Tucker’s visit with Toronto, the team’s bullpen needs, and the Cubs’ reported pursuit of Dylan Cease before talks topped $200 million.

Brett and Michael discuss the Cubs’ first signing of the offseason—reliever Phil Maton—and what it means for the bullpen and offseason plans. They also talk about potential next moves as the Cubs ease into the winter.

Brett and Michael discuss the Cubs’ 40-man roster deadline, Rule 5 Draft implications, and Shota Imanaga’s return on a one-year, $22 million deal after accepting the Qualifying Offer. They also touch on what could come next—particularly at third base—as the Cubs begin shaping their offseason plans.

Brett and Michael are back for Episode 38 of the Bleacher Nation Cubs Podcast (Presented by Ankin Law)! They discuss Shota Imanaga’s upcoming qualifying offer decision, the Cubs’ expected pursuit of starting pitching, Dylan Cease’s career trajectory, and whether a Cody Bellinger reunion could be on the table.

Brett and Michael break down the Cubs’ choice to decline Shota Imanaga’s option, Shane Bieber’s unexpected return to Toronto, and Colin Rea’s new deal. They also look at how front offices might handle pitching contracts with the CBA looming.

Brett and Michael are back for the thirty-sixth episode of the Bleacher Nation Cubs Podcast (Presented by Ankin Law)! They talk about Trey Yesavage’s playoff dominance, the growing youth movement among pitchers, and whether teams should push their top arms faster to the majors. The guys also break down Jon Heyman’s reporting on the Cubs’ stance in Shohei Ohtani’s free agency and discuss how close Chicago really is to being a legitimate World Series contender.

Brett and Michael are back for another offseason episode of the Bleacher Nation Cubs Podcast (Presented by Ankin Law)! They look into the Dodgers’ reported interest in Kyler Tucker, how it fits into the Cubs’ history of headline-making offseasons, and where the team could still look to add starting pitching. They also discuss why another big trade feels unlikely this winter and take stock of Dansby Swanson’s long-term deal three years in.

Brett and Michael are back for the first offseason episode of the Bleacher Nation Cubs Podcast (Presented by Ankin Law)! They reflect on the 2025 season as a whole—one that ended just two runs shy of the NLCS—and discuss what made it special. From Kyle Tucker’s rollercoaster year and injury-plagued finish to Carson Kelly’s steady impact, the guys talk legacy, takeaways, and where this Cubs team stands heading into 2026.

Brett and Michael are back for the thirty-third episode of the Bleacher Nation Cubs Podcast (Presented by Ankin Law)! With the Cubs down 2-1 in the NLDS, they break down last night’s 4-3 win that extended the series and preview Game 4 at Wrigley. The guys discuss costly defensive errors, key players who’ve struggled in October, and the looming Peralta vs. Boyd pitching matchup that could decide the Cubs’ season.

Brett and Michael are back for the thirty-second episode of the Bleacher Nation Cubs Podcast (Presented by Ankin Law)! The Cubs knocked off the Padres in the Wild Card round to clinch their first postseason series win since 2017. The guys break down how the matchup played out, why both teams had to lean so hard on their pitching depth, and whether they're worried about Brad Keller at the end of games. Then, it’s on to the NLDS preview as the Cubs get set for a heated series with the Brewers.

Brett and Michael are back for the thirty-first episode of the Bleacher Nation Cubs Podcast (Presented by Ankin Law)! They cover the latest injury updates on Kyle Tucker and Cade Horton, what the Cubs’ postseason rotation could look like, and whether Daniel Palencia will immediately regain his closer role. Plus, Michael Soroka’s bullpen success, the state of the relief corps, and how Chicago may shape the back end of their pitching staff heading into October.

Brett and Michael are back for the thirtieth episode of the Bleacher Nation Cubs Podcast (Presented by Ankin Law)! They celebrate the Cubs clinching their first postseason berth since 2020 and reflect on the season as a whole. The guys debate whether this roster can realistically chase a championship, break down the playoff rotation, and take a closer look at Matthew Boyd’s recent downturn after a strong start to the year.

Brett and Michael reunite for the twenty-ninth episode of the Bleacher Nation Cubs Podcast (Presented by Ankin Law)! They discuss the Cubs’ recent three-game skid, the challenges of closing ground on the Brewers, and the natural regression of an offense that isn’t getting the same clutch hits—or home runs—as earlier in the year. They also dive into Seiya Suzuki’s second-half power outage despite encouraging hard-hit rates, and what it all means for the stretch run.

Brett goes solo for the twenty-eighth episode of the Bleacher Nation Cubs Podcast (Presented by Ankin Law)! He recaps back-to-back series wins against the Rockies and Braves, updates Kyle Tucker’s status after leaving with calf tightness, and highlights how the Cubs are creating distance in the Wild Card race. The focus, though, is on Cade Horton’s phenomenal second half—his improved command, rising strikeout rate, and Rookie of the Year case as he channels shades of Jake Arrieta’s dominant 2015 run.

Brett and Michael are back for the twenty-seventh episode of the Bleacher Nation Cubs Podcast (Presented by Ankin Law)! They recap a tough couple of games to open the Giants series and talk about the Cubs’ shifting goals—from division champs to a Wild Card push. The offense continues to sputter, with Michael Busch struggling in the second half and the lineup faltering in key situations, but the Cubs still hold one of the best records in baseball. Plus, a look back at the sweep of the Angels.

Brett and Michael are back for the twenty-sixth episode of the Bleacher Nation Cubs Podcast (Presented by Ankin Law)! They recap the Cubs’ strong showing against the Brewers, winning three of five and reinforcing their belief that Chicago has the better team despite Milwaukee’s record. The guys also talk about the Brewers’ knack for exceeding expectations, and Kyle Tucker’s brief mental break after struggling at the plate—only to learn he’s been battling through a hand fracture.

Brett and Michael are back for the twenty-fifth episode of the Bleacher Nation Cubs Podcast (Presented by Ankin Law)! They cover Miguel Amaya’s ankle injury and what it means for the Cubs’ catching depth, plus Owen Caissie’s promotion and how he slots into the lineup fresh off a torrid hitting streak in Iowa. They also discuss Kyle Tucker’s ongoing slump, how his on-base skills are still helping, and why the Cubs need his bat to heat up down the stretch.