#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
Bobby Bones Presents: The BobbyCast
Nashville Podcast Network
4.8 • 4.6K Ratings
🗓️ 17 October 2025
⏱️ 71 minutes
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Summary
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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Transcript
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| 0:00.0 | This is an I-Heart podcast. |
| 0:04.2 | I'm Jonathan Goldstein, and on the new season of heavyweight... |
| 0:08.0 | And so I pointed the gun at him and said this isn't a joke. |
| 0:12.6 | A man who robbed a bank when he was 14 years old. |
| 0:16.0 | And a centenarian rediscovers a love lost 80 years ago. |
| 0:20.5 | How can a 101-year-old woman fall in love again? |
| 0:27.6 | Listen to heavyweight on the I-Heart Radio app, Apple Podcasts, or wherever you get your podcasts. |
| 0:35.4 | Michael Lewis here. |
| 0:37.3 | My best-selling book The Big Short tells the story of the build-up and |
| 0:41.1 | burst of the U.S. housing market back in 2008. A decade ago, the Big Short was made into an |
| 0:47.3 | Academy Award-winning movie, and now I'm bringing it to you for the first time as an audiobook |
| 0:52.5 | narrated by yours truly. The The big short story, what it |
| 0:56.3 | means to bet against the market, and who really pays for an unchecked financial system, |
| 1:01.0 | is as relevant today as it's ever been. Get the big short now at Pushkin.fm. slash audiobooks, |
| 1:07.3 | or wherever audiobooks are sold. |
| 1:12.4 | From NBA champion, Curry comes shot ready, a powerful never-before-seen look at the mindset that changed the game. |
| 1:19.9 | I fell in love with the grind. |
| 1:21.9 | You have to find joy in the work you do when no one else is around. |
| 1:26.8 | Success is not an accident. |
| 1:28.6 | I'm passing the ball to you. |
| 1:30.6 | Let's go. |
| 1:31.5 | Steph Curry redefined basketball. |
... |
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