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Homeless to 8 Figure Roofing Exit

June 20, 2026 · 58m

Show notes

From homeless… to knocking doors… to 8 figure roofing exit.

In this episode of The Home Service Alliance Podcast, hosts Rio Osorio and Daniel Jiles sit down with Bob Schober, founder of ProWest Roofing and the man behind @9figureroofer, for one of the most powerful comeback stories we’ve ever heard.

Bob went from being homeless and searching for a way out, to discovering door-to-door roofing sales, the opportunity that completely changed his life. What started with knocking doors turned into building ProWest Roofing into a massive home service company operating across 22 states, creating a personal outcome of over $20M, and becoming part of a $250M company story.

But this episode is not just about money.

Bob opens up about the mindset it takes to start from nothing, the leadership required to scale a real company, the lessons learned through failure, and why success means nothing if you do not use it to impact other people.

Today, Bob is using his platform @9figureroofer to find people in real need and help them financially, proving that the highest level of success is not just building wealth, but becoming someone who can change lives.

In this episode, we talk about:

• Going from homelessness to door-to-door sales
• How roofing sales became Bob’s breakthrough
• The mindset behind building a 9-figure home service company
• Scaling ProWest Roofing through leadership and discipline
• What most people misunderstand about money, success, and purpose
• How Bob personally made over $20M in the roofing industry
• Why giving back has become his biggest mission
• The truth about grit, faith, sales, and starting over

This is more than a roofing story. It is a comeback story, a business masterclass, and a reminder that your current situation does not define your future.

Follow Bob Schober:
Instagram: @9figureroofer
TikTok: @9figureroofer

Hosted by:
Rio Osorio @rioosorio
Daniel Jiles @thedanieljiles

Subscribe to The Home Service Alliance Podcast for more real conversations with the entrepreneurs, leaders, and builders shaping the future of the home service industry.

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