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Roofing CEO Reveals Six Ex-Prisoners Made Over $600,000 Last Year

Dropping Bombs · This Blue-Collar Business Prints Money (No One’s Talking About It) · June 5, 2026
Roofing CEO Reveals Six Ex-Prisoners Made Over $600,000 Last Year
Dropping Bombs
Dropping Bombs
This Blue-Collar Business Prints Money (No One’s Talking About It)
"6 guys last year made over $600 grand that were locked up 2 years earlier. We're training the guys on Zoom calls in prison. This could change their whole entire life and bloodline."
Bob Schober, CEO of a nine-figure roofing empire, disclosed that six formerly incarcerated individuals on his sales team each earned over $600,000 in their second year after release. The company trains prisoners via Zoom before release through a program called Hustle 2.0, operating in 17 states across multiple prison facilities. One executive, Adam Chonier, who served two six-and-a-half-year prison terms, reported his team generated $37.7 million in sales last year, with his personal earnings in the millions.

About this episode

Brad Lea interviewed Bob Schober, founder of a nine-figure roofing empire and viral philanthropist known as the Nine Figure Roofer, in a wide-ranging conversation focused on second-chance hiring and rehabilitating formerly incarcerated individuals through commission sales. Schober, a 28-year sober alcoholic who once lived homeless in a Volkswagen bus following the Grateful Dead, built a multi-state roofing operation later sold to private equity while retaining 20 percent ownership. The most newsworthy revelations centered on his Hustle 2.0 program, which trains prisoners via Zoom before release and has hired over 200 ex-convicts, six of whom earned over $600,000 each in their second year post-release. Adam Chonier, Schober's right-hand executive who served two six-and-a-half-year prison terms, joined by phone to detail how his division generated $37.7 million in sales last year with a team composed entirely of formerly incarcerated individuals, while disclosing his personal income exceeded seven figures. The program operates across 17 states through prison tablets using the Edovo app, offering a 12-point curriculum combining roofing sales training with character development. Schober also discussed his recent viral philanthropy, having given away approximately $100,000 in cash over three months while amassing 820,000 social media followers and 400 million views. The conversation explored broader themes of recidivism, the failures of traditional reentry programs, and why commission-based blue-collar work may be the most effective path to breaking cycles of incarceration. Schober emphasized that financial opportunity, not counseling or halfway houses, represents the real solution, and noted private equity firm One Solutions ProWest funded over $100,000 to launch the initiative without hesitation. The episode also touched on Schober's sales background, his Ferrari ownership, and his conviction that AI will not disrupt trades, making home services the 'new white-collar job.'

Key takeaways

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