Drop Dead Serious With Ashleigh Banfield • 4 June 2025

Mob Vibes in Manhattan: Diddy’s Bag of Cash, & Money Trail From Hell | United States vs. Sean Combs Day 15

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Day 15 of Sean “Diddy” Combs’ federal trial felt less like a courtroom and more like a scene out of a mob movie. A hotel security guard says he was handed a brown paper bag stuffed with $100,000 in cash after Diddy allegedly begged for hotel surveillance footage to disappear.  Then came the money trail… and a longtime executive who froze when asked if he still respected the man he spent nearly two decades working for.

He was the king of Bad Boy Records: a billionaire mogul, a Grammy winner, and the face of luxury in hip-hop. Sean “Diddy” Combs is facing a slew of federal charges in New York, accused of running a criminal enterprise for over two decades. Combs has pleaded not guilty to all charges and maintains his innocence.

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