Ep. 42 - How Do You Rebuild Life After Prison?
Mon Feb 02 2026
Michael Nathanson sits down with William Freeman, founder and CEO of People of Purpose, a Florida nonprofit helping returning citizens rebuild their lives with stability, dignity, and real support. William shares how the idea for People of Purpose took shape while he was incarcerated, and how his own reentry experience became the blueprint for mentoring others. They talk about why communities often treat people like their sentence never ended, and how that mindset can push people right back into the prison cycle. You’ll also hear about practical barriers that don’t get discussed enough, like getting a driver’s license, finding housing, and building a real path to employment through support like CDL prep. Along the way, they keep it real with favorite local food spots, family, sports, and why connection matters more than judgment.
William Freeman became a Florida Certified Peer Specialist and now leads People of Purpose, a 501(c)(3) nonprofit supporting returning citizens through reentry, mentorship, and stability resources. Learn more at peoplofpurposefl.org
Contact Michael Nathanson:
Email: Michael@soldbythebros.com
Website: https://soldbythebros.com/
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Michael Nathanson sits down with William Freeman, founder and CEO of People of Purpose, a Florida nonprofit helping returning citizens rebuild their lives with stability, dignity, and real support. William shares how the idea for People of Purpose took shape while he was incarcerated, and how his own reentry experience became the blueprint for mentoring others. They talk about why communities often treat people like their sentence never ended, and how that mindset can push people right back into the prison cycle. You’ll also hear about practical barriers that don’t get discussed enough, like getting a driver’s license, finding housing, and building a real path to employment through support like CDL prep. Along the way, they keep it real with favorite local food spots, family, sports, and why connection matters more than judgment. William Freeman became a Florida Certified Peer Specialist and now leads People of Purpose, a 501(c)(3) nonprofit supporting returning citizens through reentry, mentorship, and stability resources. Learn more at peoplofpurposefl.org Contact Michael Nathanson: Email: Michael@soldbythebros.com Website: https://soldbythebros.com/