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

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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.

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'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

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In Part 2 of this conversation on Rosters to Rings, host Thad Levine continues his in-depth discussion with legendary sports journalist Andrea Kremer. One of the most respected interviewers in sports history, Kremer reflects on the conversations that helped shape her remarkable career covering the NFL and the biggest stories in sports, including the moments when preparation, trust, and timing revealed the human side of iconic athletes and sports figures.

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In Part 1 of this special two-episode conversation, Thad Levine sits down with Hall of Fame journalist and broadcaster Andrea Kremer, to trace the roots of one of the most respected voices in sports media. Before the Emmys. Before the NFL sidelines. Before breaking barriers for women in sports broadcasting there was a young sports fan who simply loved the game. Andrea shares what it was like growing up immersed in sports culture, how she found her voice in a male-dominated industry, and the moment she realized this wasn’t just a passion it was a calling.

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In this mailbag episode of Rosters to Rings, Thad dives into some of the biggest storylines around Major League Baseball:

• The recent spike in hamate bone injuries — why they’re happening and how they impact hitters long-term

• What it could mean for the league if MLBPA Executive Director Tony Clark steps down

• Why Lucas Giolito remains the last major free agent on the market and what that signals about today’s pitching landscape

• Early MVP candidates not named Judge or Ohtani — and who could realistically enter that tier

Got a question for Thad?

Submit your listener questions on social @rosterstorings or email us at rosterstoringspodcast@gmail.com

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Part 2 of this Rosters to Rings conversation, Adrian Beltré reflects on the moments that defined his legacy—from the joy of reaching the 2011 World Series to the heartbreak of Game 6 slipping away. Beltré opens up about the call that changed his life when he learned he was headed to Cooperstown, what it meant to finally hear his name alongside the game’s greats, and how he balanced an intense, locked-in approach with a genuine love for having fun on the field.

He also shares insight into being represented by Scott Boras, navigating the business side of baseball, and how pride, preparation, and personality all came together to shape a Hall of Fame career.

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Part 1 of this two-part Rosters to Rings conversation, future Hall of Famer Adrian Beltré sits down with MLB executives Thad Levine and Jon Daniels to tell the story behind the player fans came to admire—and opponents came to fear.

Beltré walks through his origin story, from growing up in the Dominican Republic to signing as a teenager and navigating the brutal learning curve of Major League Baseball. He opens up about the resilience that defined his career, playing through constant injuries, physical pain, and setbacks while maintaining elite performance year after year.

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