Bill Janovitz, a musician and author, explores the intriguing history of The Cars, delving into their rise from a Boston demo to MTV stardom, and the dynamics that led to their breakup. He highlights the essential roles of members like Rick Ocasek and Ben Orr. Meanwhile, Jeff Pearlman discusses Tupac Shakur's profound yet tragic life, focusing on his complex relationships, the influence of his mother Afeni, and the harrowing details of his untimely death. Both guests showcase how greatness often intertwines with personal struggles.