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September 23, 2025 50 mins

In this episode of "Hip Hop What If," hosts D and 12 Kyle take you deep into the heart of hip hop history, focusing on the legendary East Coast-West Coast rivalry. This time, the spotlight is on Suge Knight, Diddy (Puff Daddy), and Jermaine Dupri, as we revisit the iconic 1995 Source Awards and the complex relationships between Death Row Records, Bad Boy Entertainment, and So So Def. We break down the origins of the infamous beefs, question long-held narratives, and explore how Suge Knight’s bold moves, Diddy’s business acumen, and Jermaine Dupri’s Southern influence shaped the culture. The episode also touches on the roles of Bow Wow and Mad Skills, and how their careers intersected with these hip hop giants. Plus, we discuss Diddy’s current legal troubles and speculate on what the future might hold for him. What if key moments had played out differently? How would hip hop history have changed? Join us as we invite you to imagine alternate realities and reflect on the lasting impact of these legendary figures.

Email the show at hiphopwhatif@gmail.com

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