“I just think that we all need to take responsibility for what happens in our community and how we can help fix it. It’s not about us against them and them against us. It’s about how we make the world better and how we figure out how to deal with each other in a more humane fashion.”
–Michael “Harry-O” Harris
Michael “Harry-O” Harris is a pioneering entrepreneur, philanthropist, and music industry executive best known as the co-founder and former CEO of Death Row Records. Despite facing legal troubles and a 33-year incarceration, Harris became a catalyst for positive change, helping create numerous rehabilitative and educational programs at San Quentin State Prison. He played an instrumental role in establishing The Last Mile, an entrepreneurship and technology training program that has successfully reduced recidivism.
During his incarceration, Harris maintained an optimistic and future-oriented mindset, staying intellectually engaged and constantly developing new ideas. Upon his release in 2021, he dove back into entrepreneurial ventures, focusing on inspirational media projects and a platform to support non-profit organizations. Harris emphasizes the importance of hard work, self-mastery, good decision-making, and positively impacting others.
The interview with Michael Harris is a masterclass in resilience, reinvention, and entrepreneurial hustle. His journey exemplifies how purpose, persistence, and self-improvement can lead to meaningful success and impact despite obstacles. The hard-won wisdom and insights he shares are highly relevant for anyone pursuing an entrepreneurial path or looking to make a positive
difference.
Outline:
(00:00:00) Introduction and background on guest Michael “Harry-O” Harris
(00:03:11) Reflecting on early interactions and starting The Last Mile program at San Quentin
(00:10:30) Harris’ prolific involvement in prison programs and positive impact
(00:16:14) Harris’ mindset and focus on self-improvement despite facing life sentence
(00:22:01) Continuing engagement with The Last Mile team during incarceration at Lompoc
(00:25:10) Harris receiving clemency and release with support from diverse advocates
(00:28:29) Adjusting to life after prison and balancing opportunities
(00:31:55) Using music and media to spread inspirational message of change
(00:36:14) Vision for Death Row Records and new media ventures
(00:39:44) Impromptu guitar performance demonstrating musical talents
(00:42:59) Closing reflections on show’s potential impact and encouragement
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