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Aaron Steffey
Co-founder and co-CEO of Propeller, an online platform revolutionizing surety bonds for insurance agents. Former insurance agent who bootstrapped a tech company and sold it to Arch Capital.
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Jun 6, 2025
• 1h 5min
#147: How a Philadelphia Insurance Agent Built the Uber of Surety Bonds - Aaron Steffey
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Aaron Steffey, co-founder and co-CEO of Propeller, a transformative platform for issuing surety bonds, shares his journey from insurance agent to tech entrepreneur. He discusses how the pandemic accelerated a shift in the traditional, paper-heavy surety bond market to a more digital approach. With innovative strategies, Propeller achieved rapid growth, raising $7 million in funding and ultimately selling to Arch Capital. Aaron emphasizes the importance of endurance in entrepreneurship, reflecting on challenges faced and the thrill of revolutionizing a $7 billion industry.
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