Masters of Scale Solving start-up puzzles, with Vanta CEO Christina Cacioppo
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Mar 13, 2025 
Christina Cacioppo, CEO and founder of Vanta, a major player in digital security and compliance, shares her journey from selling Beanie Babies to leading a $2.5 billion startup. She dives into the crucial role of customer conversations in product development, emphasizing how compliance can drive business success. Christina also discusses unique employee benefits like the 'Lobatical' and offers insights on navigating startup growth, the importance of mentorship, and the evolution of compliance in the SaaS landscape.
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Early Entrepreneurial Spirit
- Christina Cacioppo's entrepreneurial journey started with selling Beanie Babies on eBay as a kid.
- She even tried to get a PayPal account at 12 to facilitate sales.
Non-Traditional Path to VC
- Christina Cacioppo chose to work at Union Square Ventures (USV) after graduating, a non-traditional path at the time.
- She got the job through an online application, demonstrating USV's internet-focused approach.
USV's Investment Thesis
- USV's investment thesis prioritizes market fit over founder experience.
- They believe that finding the right market is key to a startup's success.