CP #021 From Harlem Killer to Diddy's Head of Security (Real Story) | Crime Pays episode artwork

EPISODE · Apr 15, 2026 · 1H 27M

CP #021 From Harlem Killer to Diddy's Head of Security (Real Story) | Crime Pays

from Crime Pays w/ Ash Cash & J White · host Crime Pays Network

Raised in Harlem during the crack era — where survival meant everything — Roger Bonds lived a life most people only hear about in stories.At just 19 years old, he caught a body… and made a decision that would change the course of his life forever.In this episode of Crime Pays, Roger sits down with Ash Cash and J. White to tell his story — unfiltered.From the Polo Grounds (“Vietnam”) to Rikers Island and federal prison, he breaks down the reality of street loyalty, the consequences of fast decisions, and what it takes to survive when your back is against the wall.But this isn’t just a prison story…After doing his time, Roger transitioned into a completely different world — becoming a trusted figure around Sean “Diddy” Combs, traveling globally, and helping build major business plays like the Cîroc brand.Inside this episode:Growing up in Harlem during the crack epidemicCatching a body at 19 and turning himself inThe truth about loyalty in the streetsSurviving Rikers Island and prison politicsTransitioning from street mentality to business mindsetWorking closely with Diddy and moving in elite circlesWhy proximity to power doesn’t equal ownershipTurning past mistakes into purposeThis is a story about consequences, discipline, and transformation.Because sometimes… Crime Pays in lessons.⏱️ TIMESTAMPS0:00 – “I caught a body at 19…” (Hook)1:20 – Intro / Welcome to Crime Pays2:00 – Growing Up in Harlem (“Vietnam”)3:30 – Early Street Life & Reputation5:30 – Fast Money & Fast Decisions8:00 – The Environment That Shaped Him11:00 – Becoming Known in the Streets15:00 – Life Between 16–19 (Peak Street Years)20:00 – The Night Everything Changed25:30 – Loyalty & Taking the Charge28:30 – Turning Himself In31:00 – Entering Rikers Island36:00 – Prison Politics & Survival40:30 – Lessons from Incarceration42:30 – Transitioning After Prison44:00 – Entering the Music Industry45:30 – Working with Diddy48:00 – Moving in Power Circles50:00 – Street Mentality vs Business Mindset52:00 – Building the Cîroc Brand54:00 – Proximity to Power vs Ownership56:00 – Growth, Discipline & Self-Control58:00 – Advice for the Next Generation1:00:00 – Final Thoughts & Closing Gems

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CP #021 From Harlem Killer to Diddy's Head of Security (Real Story) | Crime Pays

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This episode is 1 hour and 27 minutes long.

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This episode was published on April 15, 2026.

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