HBO and The Ringer's Bill Simmons hosts the most downloaded sports podcast of all time, with a rotating crew of celebrities, athletes, and media staples, as well as mainstays like Cousin Sal, Joe House, and a slew of other friends and family members who always happen to be suspiciously available.
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What if the worst thing you’ve done didn’t define you? In this moving episode, Dave and Jerremy talk with three incredible leaders—Jason Holland, Jennifer Nancy Morehouse, and Raphael Kiros—who turned prison time into a launchpad for purpose. Their stories reveal the failures of the $80 billion U.S. prison system, and the radical potential of human-centered rehabilitation. This isn’t just about justice—it’s about transformation, healing, and the power of belief.
⏱️ Timestamps:
- (00:00) Introduction to the Episode
- (00:33) Meet the Guests: Stories of Triumph
- (02:36) Jennifer’s Journey: Building a Business with Purpose
- (04:26) Jason’s Path: Relearning and Growing Post-Prison
- (06:53) Raphael’s Story: Overcoming the Odds
- (08:58) Challenges Behind Bars: Mental and Emotional Toll
- (18:23) How Prison Culture Impacts Mental Health
🔗 Connect:
- Jason Holland – Program Manager for Defy Ventures, Co-founder of Reentry Wheels, and author of Move Your Mountain. LinkedIn
- Jennifer Nancy Morehouse – Founder of Morehouse Crafted Interiors. Instagram
- Raphael Kiros - Entrepreneur, nonprofit leader, and strategist, running multimillion-dollar companies while pushing criminal justice reform. LinkedIn
📢 Solving America’s Problems Podcast – Real Solutions For Real Issues
79 episodes