Before he became one of the most recognizable voices in sports media, Mike Greenberg was just a kid from New York with a dream. In this episode, Greeny takes us through his incredible career journey—from watching the Jets at Shea Stadium to covering the Michael Jordan in Chicago, launching the legendary Mike & Mike, and becoming one of the faces of ESPN as the host of Get Up, Sunday NFL Countdown, and more. (Seriously, when does he sleep!?)

Greeny shares behind-the-scenes stories from his years in sports radio and television, gives us a peek into the family group chat, breaks down his beloved Jets, and reacts to his wife Stacy’s skills as the paparazzi.

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Few reporters have had a front-row seat to Major League Baseball’s evolution quite like Bob Nightengale. The longtime USA Today insider joins the show to break down the biggest storylines of Spring Training 2025, from Juan Soto’s arrival in Queens to Shohei Ohtani’s return to the mound. Bob shares his insights on the biggest offseason moves, his big expectations for the '23 Champ Rangers, and the biggest surprises heading into the new season. But beyond the headlines, we take a look at Bob’s career arc, from his early days in sports journalism to becoming one of baseball’s most well-connected insiders. What’s the key to breaking major news in today’s media landscape? How has covering the game changed over the years? And what’s his favorite story he’s ever covered?

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Jay Bilas joins the Sims for an in-depth conversation about his nearly 30-year career as one of ESPN’s most insightful and respected college basketball analysts. From his days as a player under Coach K at Duke to his transition into broadcasting in, Jay reflects on the evolution of the game and the industry. He shares behind-the-scenes stories from calling some of the biggest games in college basketball history and offers his perspective on the current state of college basketball, including the impact of NIL, the transfer portal, private equity's place in college athletics and more Jay also breaks down the biggest storylines heading into the 2025 NCAA Tournament, shares his thoughts on top prospect Cooper Flagg, and discusses what makes a great broadcaster, his approach to analyzing games, and of course, a little bit of lyrics and “Toughness.”

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Prior to kickoff for Super Bowl LIX, the Sims had to talk some football with a fellow Eagles fan—and who better than New York Yankees manager Aaron Boone? Boonie shares his insights on the upcoming matchup between the Philadelphia Eagles and the Kansas City Chiefs before reflecting on his path to managing the most prestigious franchise in all of sports. Dave and Boonie discuss his journey from player to manager, his time with the Cincinnati Reds, the trade that brought him to the Bronx, his legendary 2003 ALCS walk-off home run, and his transition from the field to the booth to the manager's office. Boone also looks back on the Yankees’ 2024 World Series run and previews the defending American League champions as they head into spring training in 2025.

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Michael Kay joins Hey Now for an in-depth conversation about his journey from Yankees beat reporter to becoming the iconic voice of the Bronx Bombers. He shares stories from his early days covering the team, his transition to the broadcast booth, and his experiences working alongside legendary figures like John Sterling and this generation's Phil Rizzuto. Michael also reflects on his unique relationship with the late George Steinbrenner, the evolution of The Michael Kay Show and its place in the ever-changing sports media landscape, as well as his thoughts on the current state of the Yankees and what lies ahead for the franchise

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LOOKOUT! Ken Singleton joins Hey Now to reflect on his incredible journey through baseball as both a player and broadcaster. From his All-Star playing days with the Orioles to calling iconic moments in Yankees history, Ken shares stories from his decades-long career. We delve into his thoughts on the evolution of the game, his relationship with fellow players and broadcasters, and his favorite moments from the booth. Plus, Ken weighs in on the Yankees' offseason moves and what he expects for the 2025 season.

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The voice of the Cleveland Guardians, Tom Hamilton, joins Hey Now for an in-depth conversation celebrating his remarkable career in broadcasting. From calling iconic plays to his passion for storytelling, Tom reflects on his journey to becoming one of baseball’s most beloved announcers, shares memorable moments from the booth, and discusses the honor of being inducted into the Hall of Fame as the 2025 recipient of the Ford C. Frick Award.

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We’re not sure what we did to deserve the honor but, the legendary Tony Kornheiser joins Hey Now for a 15-minute sprint through his iconic career. From his groundbreaking work at The Washington Post to the magic of Pardon the Interruption, Tony reflects on the evolution of sports media, his dynamic with Michael Wilbon, and the legacy of PTI’s "embrace debate" format. Plus, insights into his time on Monday Night Football, the art of storytelling, and a quick nod to his fan favorite Bandwagon Column. Don’t miss this special edition with one of sports media’s most influential voices!

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