On this episode of Skin in the Game, Saxon Baum sits down with longtime friends and powerhouse entrepreneurs Nick Friedman and Omar Soliman, the co-founders of College Hunks Hauling Junk & Moving and Trash Butler. From detention in high school to becoming nationally recognized leaders, Nick and Omar share the raw story behind building two iconic brands from scratch.They talk about what it really means to bootstrap a company, the sleepless nights and skepticism they faced early on, and how they turned a beat-up cargo van into a viral, multi-million-dollar business. Along the way, they share how franchising became both their greatest challenge and smartest growth strategy, why brand and PR were everything, and the lessons they learned about scaling people, culture, and systems.The conversation dives deep into Tampa’s rise as an entrepreneurial hub and why they believe the city’s collaborative spirit gives it a unique edge. They also open up about the evolution of Trash Butler, how raising outside capital differed from their bootstrapped journey, and what it’s really like answering to a board after running their own show for so long.This episode is full of entrepreneurial wisdom, gritty stories, and quotable one-liners—from “teams win championships, families watch them” to “bootstrapping is the MBA, raising capital is the rocket fuel.”If you’re an entrepreneur, investor, or simply curious about what it takes to build enduring businesses from the ground up, this conversation with Nick and Omar is a masterclass you won’t want to miss. Hosted on Acast. See acast.com/privacy for more information.

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