In this episode of the BobbyCast, Bobby shares behind-the-scenes stories from his life in the music and radio industry. He shares why he has been mad at a country artist for years and whether or not he is justified. He reflects on the cliquey nature of the industry, the value of authentic relationships, and why he’s learned to cut out drama and dishonesty. Then, Bobby sits down with bestselling author Jeff Pearlman to dig into the stories behind his deep-dive on Tupac Shakur. Jeff talks about what he really learned while reporting the book—beyond the headlines and mythology—and why such a massive cultural force could still die broke. He breaks down his reporting playbook too: how you track down, organize, and verify insights from more than 650 interviews, and what surprised him most along the way. You’ll hear how money, management, and momentum collided in Tupac’s final years, the moments that reshaped Jeff’s understanding of who Pac was off-mic, and the practical nuts-and-bolts of building a biography at this scale. 

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Bobby opens with a quick confession about why he leaves his wife’s packages at the front door. He breaks down the routine, the logic, and asks if Eddie and Kickoff Kevin do the same. NFL legend Larry Fitzgerald shares the most memorable catch of his career, his pickleball career, and more! Plus, Reid checks in from St. Louis with a pulse check on life and if he feels safe yet. He discusses the reason he has to wear a helmet in his apartment and why he finally got insurance. 

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Lunchbox shares more stories from his first day in California trying to get on the Price Is Right. A caller has a theory on whether we should change the rules of Easy Trivia. How does Lunchbox feel going into the rest of his stay in California? Is he willing to lie to get on TV? We hear more about his experience out on the west coast. Bobby asks Amy if she can provide him with another vision.

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Lunchbox recaps his first day of trying to get on The Price Is Right. It started off with a big problem and he is exhausted. Did he get on the show and did the tuxedo backfire? A caller shared what we deem to be the worst first date idea of all-time. We played a fun nostalgia game. We play you a sound from the 2000s from pop culture, tv, technology: can you name what it's from? Bobby revealed the real reason why he is growing out his beard and we think it's ridiculous. Eddie shared that his wife got hit in the head with a baseball the day after we talked about injuries we avoid treating.

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Amy and Kat respond to a listener who’s torn between two types of love: one built on deep emotional connection and another driven by attraction. They explore what happens when the lines between friendship and romance blur, and whether long-term love requires both spark and stability.

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Amy Brown // RadioAmy.com // @RadioAmy

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Bobby Bones and Matt Cassel are joined by Super Bowl Champion Ryan Succop in studio. Ryan talks about playing with the Bucs and being teammates with Tom Brady. Matt asks Ryan about being Mr. Irrelevant and Bobby wonders if Ryan would've preferred being undrafted.  Ryan explains the sports that he played and how he found his way to football...and could've had a future in golf?

Ryan reveals how he stayed warm in the cold and how he felt when he missed a short field goal.  Ryan always wanted the opportunity to kick, unless he was looking at high winds.  Which field goal is Ryan's most memorable and how did he feel about icing the kicker?  Bobby asks about playing under Steve Spurrier and playing golf against him.  While talking about locker room pranks, Ryan explains how one prank went further than he ever expected.

Tom Brady was a great teammate and Ryan gives an example of his leadership.  Ryan had to come back from an injury and talks about going one on one against a returner. How is punting harder than being a kicker?  Ryan wraps up with why kickers are getting so much better on long field goals. 

Lots to Say with Bobby Bones and Matt Cassel is part of the NFL Podcast Network 

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As Lunchbox is in California to try and be on The Price Is Right, Bobby talks to listeners who share their experience being in the studio audience. They give Lunchbox tips and tricks to getting on the show leaving Lunchbox and us to question his approach. A listener calls us out on something we ask people to do but never do ourselves. That led Bobby to reliving how he used to prank other radio shows by calling in and saying a word they hated. Bobby talked about the bad side of social media and why he must limit his time on it and how much he interacts with it. He also shared his response to Hilaria Baldwin saying she was bullied off Dancing with the Stars. Bobby relives his time on Dancing with the Stars and the time he got many TV offers at once and why he made the choice to go on the competition.

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Lunchbox shares the BIG problem he has with the Price Is Right that might lead him to having to cancel one of the days he is trying to go be on the show. He thinks it's a disaster but we see it as an opportunity. We found out that a show member who has been married a long time is STILL paying for their wedding. Emergency room doctors are sharing the seemingly minor injuries that could become serious or even life-threatening from animal scratches to hitting our head. We check in with Lunchbox later as he arrives in LA and gearing up for Day 1 of trying to get on The Price Is Right.

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In this episode Ray talks about the moment he learned about French Kissing and how it changed him life for the better after that. Lunchbox has proof that miracles do happen and he is celebrating after an incredible Bears win. Cyber Bullying is a big issue right now in America and Ray has once again been the victim of online abuse. Also Ray talks about how he used to smell like urine in college and Lunchbox's Grandma gave him a pair of jeans he never had the heart to wear. 

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