Ep. 20 - Startup to Acquisition: Lessons From a HealthTech CPTO

Ep. 20 - Startup to Acquisition: Lessons From a HealthTech CPTO

What changes when you go from engineer to executive across every stage of a tech company? In this episode of Project Gamma, Mike Berkman, CPTO at ScriptDrop, joins Warner Moore to talk about building inside startups, growth companies, and large enterprises. The conversation covers CoverMyMeds’ rapid growth and acquisition, the realities of being a technical co-founder at an early-stage startup, and what it took to help mature ScriptDrop through acquisition by GoodRx. Mike also shares his perspective on AI, systems thinking, product leadership, and why future tech leaders need more than deep technical skills to succeed. If you’re building in tech, leading engineering teams, or trying to understand where software companies are heading next, this episode is packed with practical insight. 🔗 Connect with the guest and learn more Mike Berkman: https://www.linkedin.com/in/berkmanmd/ [https://www.linkedin.com/in/berkmanmd/] Gamma Force: https://gammaforce.io [https://gammaforce.io/] Gamma Force LinkedIn: https://www.linkedin.com/company/gammaforce [https://www.linkedin.com/company/gammaforce] Warner Moore: https://www.linkedin.com/in/warnermoore/ [https://www.linkedin.com/in/warnermoore/] 📚 Book mentioned The Brain That Changes Itself by Norman Doidge M.D.

Episode 19 - Co-CEOs, AI Cycles & the Golden Age of Cybersecurity

What happens when you split the CEO role in two? In this episode of Project Gamma, Andrew Wolfe (Co-CEO & CTO at Bloomfilter) joins Warner Moore to explain why the Co-CEO model works in practice, how leadership responsibility is actually shared, and why most companies get accountability wrong at the executive level. The conversation looks at what it actually takes to build tech companies today, from the differences between services and product businesses to how incentives shape decisions in VC-backed and public companies. It also challenges the idea that AI is replacing work, showing instead that cycles repeat, roles evolve, and demand for builders remains. Andrew also explains what he means by the “golden age of cybersecurity” and why AI is accelerating both attack and defense, forcing organizations to rethink how they approach risk and responsibility. If you’re building in tech, leading a team, or thinking about where AI and cybersecurity are heading, this conversation will give you a clearer way to think about it. 🔗 Connect with the guest and learn more Andrew Wolfe: https://www.linkedin.com/in/andrew-wolfe-5a127034/ [https://www.linkedin.com/in/andrew-wolfe-5a127034/] Gamma Force: https://gammaforce.io [https://gammaforce.io] Gamma Force LinkedIn: https://www.linkedin.com/company/gammaforce [https://www.linkedin.com/company/gammaforce] Warner Moore: https://www.linkedin.com/in/warnermoore/ [https://www.linkedin.com/in/warnermoore/] 📚 Books and resources mentioned ➡️ The Five Dysfunctions of a Team by Patrick M. Lencioni ➡️ The Wealth of Nations by Adam Smith ➡️ Software is eating the world: https://a16z.com/why-software-is-eating-the-world/ [https://a16z.com/why-software-is-eating-the-world/] ➡️ East of Eden by John Steinbeck

Episode 18 - From Engineer to Investor: Michael Supeck on Building, Fundraising, and Startup Growth

What happens when an engineer starts asking why beyond the code? In this episode, Michael Supeck (Ohio Angel Collective) shares his journey from building startups to funding them and what actually separates founders who grow from those who stall. The conversation explores the shift from engineering to entrepreneurship, how systems thinking shapes better decisions, and what’s changing as GenAI redefines how software is built. We also get into what investors really look for in early-stage founders and why ecosystems like Ohio are gaining momentum. What we cover ➡️ The shift from engineering to entrepreneurship ➡️ Systems thinking in startups and investing ➡️ How GenAI is changing software development ➡️ What investors actually look for ➡️ Why Ohio’s startup ecosystem is gaining momentum 💡 Key ideas Don’t let perfect get in the way of good. Don’t be afraid to fail in public. 🤝 Connect with Michael LinkedIn: https://www.linkedin.com/in/mikesupeck/ [https://www.linkedin.com/in/mikesupeck/] Email: mike@ohioangelcollective.com Pitch your startup: https://www.ohioangelcollective.com/pitch [https://www.ohioangelcollective.com/pitch] Join OAC: https://www.ohioangelcollective.com/join-us [https://www.ohioangelcollective.com/join-us]

Episode 17 - Why Most Successful Founders Aren’t Dropouts: Orlie Benjamin’s Path from Law to Lasoh

The startup world loves the dropout story, but many successful founders build companies after years of real-world experience. In this episode of Project Gamma, Warner Moore talks with Orlie Benjamin, Founder & CEO of Lasoh, about her path from law school to entrepreneurship, and how a non-linear career across strategy, customer experience, and marketing shaped the company she built. Orlie shares why customer-centric problem solving matters more than hype, how Lasoh empowers entrepreneurs by removing platform dependency, and what it took to move from MVP to 1.0 as a non-technical founder. This conversation is for founders, operators, and leaders who believe experience is an advantage, not a liability. 📚 Book mentioned: High Output Management by Andy Grove 🔗 Connect with Orlie: https://www.linkedin.com/in/orliebenjamin/ [https://www.linkedin.com/in/orliebenjamin/] 📩 Email: orlie@lasoh.io [orlie@lasoh.io] 🎙 Hosted by: Warner Moore, Founder of Gamma Force 🔐 Helping tech companies scale securely through fractional cybersecurity leadership 👉 Learn more: https://gammaforce.io [https://gammaforce.io]

Episode 16 - What Happens When You Remove the Abstractions?

In this episode of Project Gamma, Warner Moore sits down with Robb Winkle, technologist and Co-Founder & CTO of Doohickey AI, to explore what happens when the abstractions meant to simplify software start getting in the way. Robb shares his journey from enterprise consulting to running a services business, then building a venture-backed product, and ultimately deciding to shut it down. Along the way, he breaks down four major pivots, the decision to raise outside capital, and the realities of being “profitable but stuck.” We discuss: -> Why services often surface product-market fit faster than product alone -> How pivots signal abstraction failures, not founder mistakes -> What “language is the best abstraction” really means in practice -> How agentic coding and rapid feedback loops change how teams build software -> Why removing layers like OpenAPI specs and workflow schemas can unlock speed and clarity Robb also explains how modern AI makes it possible to move directly from business intent to working code, and what that shift means for teams building complex, integrated systems. Whether you’re a founder, engineer, product leader, or security professional, this episode offers a grounded look at systems thinking, tradeoffs, and the hard decisions required when abstractions break. 💡 Guest: Robb Winkle Connect with Robb on LinkedIn: https://www.linkedin.com/in/robbwinkle/ [https://www.linkedin.com/in/robbwinkle/] 🎙 Hosted by: Warner Moore Technologist, cybersecurity leader, and Founder of Gamma Force 👉 Learn more about Gamma Force: https://gammaforce.io [https://gammaforce.io]