Episode 14 - The Right Way, the Easy Way: Alan Gilbert on Building Teams and Culture
Project Gamma12 Nov 2025

Episode 14 - The Right Way, the Easy Way: Alan Gilbert on Building Teams and Culture

What happens when a lifelong engineer ends up running HR?In this episode of Project Gamma, Warner Moore sits down with Alan Gilbert, a technology executive who turned structure into culture and helped build startups like CoverMyMeds into billion-dollar success stories.

Alan shares how he transitioned from corporate life at DuPont to startup chaos, why he believes great leaders “make the right way the easy way,” and what it really takes to build teams, manage founders, and eventually step back to focus on impact.

We talk about:✅ Moving from engineering to people leadership✅ Working with founders and managing startup chaos✅ Decentralizing engineering teams✅ Lessons from retirement and mentoring entrepreneurs

Books mentioned:

  • The Innovator’s Dilemma – Clayton Christensen

  • What Got You Here Won’t Get You There – Marshall Goldsmith

  • Slack – Tom DeMarco

💡 Guest: Alan Gilbert Reach him at: alan@swiftcurrent.partners Learn more: https://graniteball.com

🎙️ Presented by Gamma Force Fractional cybersecurity leadership for tech and healthtech companies. 👉 Learn more at https://gammaforce.io

#Leadership #Startups #EngineeringCulture #ProjectGamma #GammaForce

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