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  • Jesse Rogers Breaks Down Jed Hoyer's Comments and Cubs Elimination

    Jesse Rogers Breaks Down Jed Hoyer's Comments and Cubs Elimination
    Oct 2 2026
    ESPN MLB insider Jesse Rogers takes you beyond the headlines and inside the game with the kind of Northside Baseball access only he can deliver. Presented by Arlington Toyota! Jesse looks back at the Cubs’ season and reacts to audio from Jed Hoyer’s end-of-season press conference as the organization begins turning its attention toward the offseason. Jesse breaks down some of the biggest questions coming out of the postseason, including why Clay Holmes did not make a playoff appearance and how the Cubs should evaluate their starting rotation moving forward. Plus, Jesse looks ahead to the offseason, discussing the Cubs’ upcoming free agents, potential roster decisions and the biggest issues facing Jed Hoyer and the front office as they begin building the next version of the team.
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    20 Min.
  • Jesse Rogers' Cubs vs Padres Wild Card Preview

    Jesse Rogers' Cubs vs Padres Wild Card Preview
    Sep 28 2026
    ESPN MLB insider Jesse Rogers takes you beyond the headlines and inside the game with the kind of Northside Baseball access only he can deliver. Presented by Arlington Toyota! The Chicago Cubs are headed into a Wild Card showdown with the San Diego Padres, and Jesse is breaking down everything that could decide the series. On this episode of Inside the Friendly Confines, Jesse looks at the Cubs-Padres pitching matchups, how Chicago should set up its playoff rotation and whether the Cubs bullpen can hold up under postseason pressure. He also examines Alex Bregman’s breakout game against Boston and what it could mean for the Cubs offense heading into October.
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    21 Min.
  • Cubs Clinch October With PCA Leading the Way!!

    Cubs Clinch October With PCA Leading the Way!!
    Sep 26 2026
    ESPN MLB insider Jesse Rogers takes you beyond the headlines and inside the game with the kind of Northside Baseball access only he can deliver. Presented by Arlington Toyota! Jesse is breaking down what comes next as Chicago fights to secure home-field advantage heading into October.
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    14 Min.
  • Cubs GM Carter Hawkins Talks Playoff Strategy with Jesse Rogers

    Cubs GM Carter Hawkins Talks Playoff Strategy with Jesse Rogers
    Sep 23 2026
    ESPN MLB insider Jesse Rogers takes you beyond the headlines and inside the game with the kind of Northside Baseball access only he can deliver. Presented by Arlington Toyota! Chicago Cubs GM Carter Hawkins joins Jesse for a wide-ranging conversation about the team’s playoff push and what lies ahead in October. Plus, Hawkins gives a behind-the-scenes look at his day-to-day role as Cubs general manager and what goes into managing the constant decisions, conversations and preparation required to run a Major League Baseball team.
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    26 Min.
  • Cubs Playoff Rotation: Does Shota get a Spot?

    Cubs Playoff Rotation: Does Shota get a Spot?
    Sep 18 2026
    ESPN MLB insider Jesse Rogers takes you beyond the headlines and inside the game with the kind of Northside Baseball access only he can deliver. Presented by Arlington Toyota! In this episode of Inside the Friendly Confines, ESPN’s Jesse Rogers breaks down the Cubs’ playoff rotation and bullpen options as Chicago prepares for October. Jesse makes the case for using an opener in Game 1 and explains why Shota Imanaga should get a postseason start against the Philadelphia Phillies. He also looks at the rest of the rotation and asks whether David Peterson could be an option to start a playoff game.
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    25 Min.
  • Jesse Rogers + Kap Break Down Cubs Playoff Push

    Jesse Rogers + Kap Break Down Cubs Playoff Push
    Sep 15 2026
    ESPN MLB insider Jesse Rogers takes you beyond the headlines and inside the game with the kind of Northside Baseball access only he can deliver. Presented by Arlington Toyota! David Kaplan joins Jesse to break down the Cubs playoff push! Kap explains why he believes the Cubs might still be missing a true top-of-the-rotation starting pitcher — the kind of ace who can take the mound in October and give you confidence you’re going to win. He also talks about why Pete Crow-Armstrong has become his favorite player he’s ever covered
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    30 Min.
  • Cubs Controversial Pinch-Hitting Decisions and Bullpen Struggles

    Cubs Controversial Pinch-Hitting Decisions and Bullpen Struggles
    Sep 10 2026
    ESPN MLB insider Jesse Rogers takes you beyond the headlines and inside the game with the kind of Northside Baseball access only he can deliver. Presented by Arlington Toyota! On this episode of Inside the Friendly Confines, ESPN’s Jesse Rogers breaks down the Craig Counsell's decision to pinch hit BJ Murray for Carson Kelly. Jesse also takes a hard look at the Cubs bullpen, which has struggled at a critical point in the season. You’ll hear sound from Counsell on the state of the bullpen and how he plans to manage it moving forward.
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    24 Min.
  • Cubs Bench Coach Ryan Flaherty Reveals How PCA Took the MVP Leap

    Cubs Bench Coach Ryan Flaherty Reveals How PCA Took the MVP Leap
    Sep 8 2026
    The Cubs’ division hopes took a major hit after their loss to the Brewers, but can they hold off the Phillies and secure a Wild Card spot? Jesse Rogers breaks down Craig Counsell’s bullpen decision-making before Cubs Bench Coach Ryan Flaherty joins the show to discuss PCA’s MVP leap, the daily responsibilities of an MLB bench coach and Chicago’s final push toward the playoffs. #Cubs #ChicagoCubs #PeteCrowArmstrong #MLB #RyanFlaherty ESPN MLB insider Jesse Rogers takes you beyond the headlines and inside the game with the kind of Northside Baseball access only he can deliver. Presented by Arlington Toyota!
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    39 Min.