Cop Goes to Jail Undercover on 60 Days In

Alan Oliver was a police officer who did something most cops will never experience — he went undercover and spent two months inside jail on the hit TV show 60 Days In. In this interview, Alan shares what it was really like living among inmates, the danger he faced every day, and how going undercover changed the way he sees law enforcement.

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Hosted, Executive Produced & Edited By Ian Bick:
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Timestamps:
00:00 Is 60 Days In Real or Scripted? Behind-the-Scenes Secrets
01:01 Alan Oliver’s Upbringing: Family, Childhood & Early Life
02:58 Becoming a Cop: Dreams of Policing & Childhood Aspirations
04:07 School Years: Bullying, Theater & Learning to Fit In
09:54 From High School Graduation to Police Academy Training
12:18 The Truth About Being a Cop: What They Don’t Show You
19:49 Small-Town Policing: Corruption, Politics & Broken Systems
23:34 Rethinking Policing: What Needs to Change in Law Enforcement
28:38 Challenges of Being a Cop: The Good, Bad & Dangerous
33:01 Getting Cast for 60 Days In: How Alan Ended Up on the Show
37:36 Walking Into Jail as an Undercover Inmate for the First Time
41:51 Social Media’s Impact: How Public Opinion Shapes Policing
47:21 60 Days In Safety Concerns: Cameras, Risks & Production Secrets
53:15 COs, Inmates & Learning Jail Rules to Stay Safe
01:00:25 Jail Life: Food, Commissary & Daily Routine Behind Bars
01:06:06 The Biggest Surprises of Living in Jail for 60 Days
01:11:40 The Mental Toll: Why Alan Left Law Enforcement After the Show
01:18:11 Life-Changing Takeaways & New Perspective on Policing
01:24:15 Life After Policing: What Alan’s Doing Now
01:30:34 How TV Shows Like 60 Days In Could Change Policing
01:33:12 Final Thoughts: Lessons Learned from Jail & Policing