From $16M Tech Sales AE to Cyber Founder: Duncan Simpsons path to building CyberAi episode artwork

EPISODE · Jun 11, 2026 · 1H 11M

From $16M Tech Sales AE to Cyber Founder: Duncan Simpsons path to building CyberAi

from Double Triple Tech Sales Podcast · host Caelah Stanley and Gabe Marzano

Duncan Simpsons had one of the most impressive tech sales careers I've come across.Closing $16M deals. At the top of the game.Then he did what only a small percentage of top reps ever do, he left to build his own company. He's now co-founder of CyberAI, a cybersecurity and AI partner helping organisations reduce risk, simplify complexity, and move faster, without the cost and drag of traditional security models. The conversation was fire.We covered how Duncan got into tech sales, how it changed the trajectory of his life, and how it sparked the entrepreneurial drive that led him to build something of his own. If you've ever wondered what the path from rep to founder actually looks like, this is the episode.Follow on Instagram @caelahstanleyFollow on LinkedIn @caelahstanleyFollow on Instagram @GabemarzanoFollow on LInkedIn @Gabemarzano#techsales #B2BSales #SaaSSales #technology

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From $16M Tech Sales AE to Cyber Founder: Duncan Simpsons path to building CyberAi

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