60% of people released from prison are back inside three years, burning $80 billion a year. Quan Wynn did 22 years for murder, walked out, went to Harvard, and now runs entrepreneurship bootcamps behind bars through Defy Ventures. He proves the system can flip lifers into CEOs—if we let it. Jerremy Alexander Newsome and Dave Conley go deep on why most “reform” is theater and what actually drops recidivism hard.
Timestamps:
- (00:00) Incarceration Nation – the stats that should piss you off
- (01:49) Remote setup + introducing Quan Wynn
- (02:11) Coaching female inmates on business plans
- (02:56) Why entrepreneurship works when nothing else does
- (04:23) The real roadblocks to prison reform
- (05:04) Scaling programs that actually move the needle
- (06:02) Success stories that sound fake but aren’t
- (07:25) Quan’s 22-year murder sentence → Harvard turnaround
- (15:00) Why America still cages people instead of rehabbing them
- (16:37) Life after release is harder than the sentence
- (21:21) What you can do
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