Rosters to Rings Podcast Podcast By The 8 Side cover art

Rosters to Rings Podcast

Rosters to Rings Podcast

By: The 8 Side
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Welcome to the Rosters to Rings Podcast where General Managers from the MLB, NBA, NFL and more will take you behind the curtain and share their unfiltered experiences and evaluations of past and present events in professional sports.

Due to competitive reasons, league rules, ownership directives and extreme discretion, General Managers share approximately 40% of what they know and experience with fans. At the Rosters to Rings Podcast, we are here to share as much of the other 60% as we can. We will dive deep into not only what decisions are made, but how and why they are made, the strategic nature of negotiations, roster construction, the characters that make up the game, and the true depth of relationships between executives, coaches, players, agents, media and fans.

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Episodes
  • Inside the Dugout: Steroids, Judge, and New York Pressure with Ken Davidoff

    Inside the Dugout: Steroids, Judge, and New York Pressure with Ken Davidoff
    Mar 26 2026

    Thad sits down with longtime MLB journalist and author Ken Davidoff to dive into the evolution of baseball on and off the field. From covering the New York baseball market to stepping away from the game due to burnout, Ken shares how the media landscape has changed and some of the moments that defined his career.

    They also get into some of baseball’s biggest debates today, including how Aaron Judge should be viewed in Yankees history, what it really takes to succeed in New York, and why the steroids-era Hall of Fame conversation still isn’t settled.

    Plus, Ken breaks down key lessons from his new book, 101 Lessons from the Dugout, offering a behind-the-scenes look at the mindset, habits, and stories that shape the game at the highest level.

    👉 Grab Ken’s book here: https://www.bloomsbury.com/us/101-lessons-from-the-dugout-9798765163016/

    👉 Follow Ken: https://x.com/KenDavidoff

    See omnystudio.com/listener for privacy information.
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    1 hr and 7 mins
  • Eagle Eye View: Inside the NFL with Adam Caplan

    Eagle Eye View: Inside the NFL with Adam Caplan
    Mar 19 2026

    NFL insider Adam Caplan joins the show to share his journey from sales to becoming one of the most trusted voices in football, now covering the Philadelphia Eagles and running Inside The Birds.

    Adam and Thad dive into the current NFL landscape, from coaching turnover and QB development to what teams get wrong. Plus, Caplan shares his experience on NFL Insiders, what goes into breaking news responsibly, and what makes the Philly sports market so unique.

    See omnystudio.com/listener for privacy information.
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    59 mins
  • Let Her Shoot, Bam, and CBAs with Trysta Krick

    Let Her Shoot, Bam, and CBAs with Trysta Krick
    Mar 12 2026

    'Let Her Shoot' and 'Heat Check' host, media personality, and trailblazer Trysta Krick joins Thad Levine to talk about her journey through the sports media world, including her time at Barstool Sports and what it takes to build a voice in a male-dominated industry.

    They also dive into the buzz around Bam Adebayo’s historic 83-point performance, Trysta gives a preview of the Women's NCAA Tournament, and wht to watch for in the upcoming WNBA Draft.

    Plus, a look at the looming WNBA CBA negotiations and the ongoing debate around revenue sharing in professional sports.

    Follow Trysta: https://linktr.ee/trystakrick?utm_source=linktree_profile_share

    See omnystudio.com/listener for privacy information.
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    1 hr and 12 mins
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