Florida Funders Managing Partner and "Skin in the Game VC" podcast host Tom Wallace believes that entrepreneurs are game changers and that the companies they envision, create and build make the world a better place. Florida Funders is a venture capital firm and angel network that invests in early stage technology companies. Traditionally, angel investors have not had equal access to the amount of proprietary, vetted deal flow and investment opportunities like a professional venture investor. This podcast was envisioned to educate, connect and activate accredited investors to get skin in the game and invest like a VC.
Hosted on Acast. See acast.com/privacy for more information.
Florida Funders Managing Partner and "Skin in the Game VC" podcast host Tom Wallace believes that entrepreneurs are game changers and that the companies they envision, create and build make the world a better place. Florida Funders is a venture capital firm and angel network that invests in early stage technology companies. Traditionally, angel investors have not had equal access to the amount of proprietary, vetted deal flow and investment opportunities like a professional venture investor. This podcast was envisioned to educate, connect and activate accredited investors to get skin in the game and invest like a VC.
Hosted on Acast. See acast.com/privacy for more information.

In this episode of the Skin in the Game podcast, we sit down with Stu Sjouwerman, founder and CEO of KnowBe4, to discuss how he built one of the world’s most successful cybersecurity startups from the ground up.
KnowBe4, headquartered in Clearwater, Florida, is a cybersecurity training company focused on mitigating human risk through simulated phishing, user training, and real-time alerts. Today, it generates over $500 million in annual recurring revenue (ARR)—but it started in a 10x10 office, with no external funding.
Stu breaks down how he identified a massive market gap: most cyberattacks aren’t due to software vulnerabilities—they’re the result of social engineering and human error.
He shares how ransomware attacks in 2013 created a turning point for KnowBe4, propelling the startup into hypergrowth. His strategy? Move fast, market smart, and keep the product simple and sticky.
Stu also dives into:
For founders and VCs alike, the episode offers a wealth of insights on startup scaling, product-market fit, and what investors should look for in repeat entrepreneurs.
Whether you're a founder, cybersecurity professional, or angel investor, this conversation with Stu Sjouwerman is a must-listen.
Hosted on Acast. See acast.com/privacy for more information.