#547 - Is Bobby Wrong For Being Mad at This Country Artist?  + Jeff Pearlman Discusses What He Learned About Tupac While Writing His Book + Why Tupac Died Broke + The Process of Interviewing Over 650 People for the Book 

#547 - Is Bobby Wrong For Being Mad at This Country Artist?  + Jeff Pearlman Discusses What He Learned About Tupac While Writing His Book + Why Tupac Died Broke + The Process of Interviewing Over 650 People for the Book 

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.


Pre-Order Only God Can Judge Me: The Many Lives of Tupac Shakur HERE

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See omnystudio.com/listener for privacy information.

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#581 - Luke Combs on Money, Fame & Giving Bobby New Dad Advice

#581 - Luke Combs on Money, Fame & Giving Bobby New Dad Advice

Luke Combs joins Bobby and gets real about growing up, his rise from small-town gigs to stadium stages, and the side of fame most fans don’t see. He shares stories from his early years from living wit...

26 Helmi 1h 12min

#580 - Mariana van Zeller on Gaining Cartel Trust, Scammers & US Drug Crisis 

#580 - Mariana van Zeller on Gaining Cartel Trust, Scammers & US Drug Crisis 

Investigative journalist Mariana van Zeller joins Bobby to break down what it really takes to gain the trust of cartels operating in and around the U.S. and why no story is ever worth a life. She shar...

24 Helmi 47min

#579 - Milo Ventimiglia on His First Big Yes, Gilmore Girls & This Is Us

#579 - Milo Ventimiglia on His First Big Yes, Gilmore Girls & This Is Us

Actor Milo Ventimiglia sits down with Bobby and shares what he learned working alongside Will Smith, then breaks down the TV breakthroughs that changed his life—from getting on the map with Gilmore Gi...

19 Helmi 1h 12min

FEELING THINGS: The Truth About ‘Let Them’: A Mel Robbins Deep Dive

FEELING THINGS: The Truth About ‘Let Them’: A Mel Robbins Deep Dive

Kat takes the lead as teacher in this episode, walking Amy through a deep dive on Mel Robbins, the controversy around her Let Them Theory, and the viral poem by Cassie Phillips that started it all. To...

18 Helmi 1h 10min

#578 - Stephen Wilson Jr. on Going from Scientist to Musician and Turning Tragedy Into Art

#578 - Stephen Wilson Jr. on Going from Scientist to Musician and Turning Tragedy Into Art

Stephen Wilson Jr. joins Bobby to tell the wild path that took him from the science world to writing songs for a living. He talks about what he did before music, why he finally took the leap, and how ...

17 Helmi 1h 8min

#577 - Kaitlin Butts on “You Ain’t Gotta Die” Going Viral + Stage Vulnerability

#577 - Kaitlin Butts on “You Ain’t Gotta Die” Going Viral + Stage Vulnerability

Kaitlin Butts sits down with Bobby to break down how “You Ain’t Gotta Die” went from a song in her set to the one people show up already knowing—thanks to a viral moment, a karaoke run-in, and a sound...

12 Helmi 1h 4min

#576 - Cody Johnson on Ear Injury Recovery, Rodeo Life & What Prison Is Really Like

#576 - Cody Johnson on Ear Injury Recovery, Rodeo Life & What Prison Is Really Like

Cody Johnson stops by to talk about the scariest kind of setback for a singer: damaging his ear and wondering if his voice would ever feel the same again. He walks Bobby through the surgery, the unexp...

10 Helmi 56min

Remembering Brad Arnold of 3 Doors Down

Remembering Brad Arnold of 3 Doors Down

Bobby remembers Brad Arnold, frontman of 3 Doors Down, who died on Saturday February 7th at the age of 47 following a battle with cancer.

He was diagnosed with stage 4 clear cell renal cell carcinoma...

9 Helmi 49min

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