Ashleigh Banfield X Drop Dead Serious
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Mob Vibes in Manhattan: Diddy’s Bag of Cash & Money Trail From Hell | Diddy Trial Day 15
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June 4, 2025
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June 4, 2025
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34:32Now PlayingDay 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. Ashleigh also interviews Shawn Deering, who says he was a paid escort and involved with Cassie and Diddy.
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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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Drop Dead Serious is a true crime and legal commentary podcast produced for informational and entertainment purposes. The views expressed by our hosts and guests are their own and do not constitute legal advice or professional counsel. All persons discussed are presumed innocent until proven guilty in a court of law. We rely on publicly available sources, verified reporting, and official records, but we cannot guarantee all information is free from errors or omissions. Viewer discretion is advised. Some content may be protected under Fair Use (17 U.S. Code § 107) for the purposes of commentary, criticism, and news reporting. Any sponsorships or affiliate links will be disclosed when applicable.
Mob Vibes in Manhattan: Diddy’s Bag of Cash, & Money Trail From Hell | Diddy Trial Day 15
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