The Roof Trollz Ep. 24 | Prison Rise to Riches ft. Ryan Stewman

The Roof Trollz

In Episode 24 of The Roof Trollz Podcast, Elijah, Mike, and Sean (first time!) sits down with Ryan Stewman, the unfiltered entrepreneur who turned a prison sentence into a multi-million-dollar empire.

From selling dope in the '90s to mastering mortgages, building a ranch, and coaching others to ditch excuses, this episode is a raw, no-holds-barred look at resilience, hustle, and real talk.
Ryan spills the dirt on his wild ride—knocking doors for loans, losing his license, and pivoting to social media dominance with YouTube and Facebook leads. Hear how he built a $15M real estate portfolio, runs a self-sustaining 400-acre ranch, and balances a chaotic life with four kids and a “hot ass wife.” From dodging feds on day one to preaching “no excuses, just hustle,” Ryan’s story is packed with grit, laughs, and lessons.
Key highlights include:

• The chaotic start: From prison to car wash, then a million-dollar mortgage gig
• His bold move to YouTube, faking it ‘til he made it as a speaker
• Ranch life: 12 lakes, happy cows, and a doomsday-ready escape plan
• Work-life strategy: Scheduled date nights and kid days over “bullshit balance”
• Coaching wisdom: Ditch excuses, embrace data, and master your grind

Whether you’re an entrepreneur, a dreamer, or just love a good comeback story, this episode delivers unfiltered insights and a kick in the ass to level up. Tune in and join the Trollz crew!
#TheRoofTrollz #RyanStewman #NoExcuses #Hustle #Entrepreneurship #Resilience #RanchLife #WorkLifeStrategy #RealTalk #Podcast #RoofingPodcast

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