Episodes

  • AI is a TOOL, Not An Employee w/ Winston Astrachan | Episode 199
    Jun 16 2026

    In this episode, Winston Astrachan, CTO of Phobio, shares insights on managing a lean engineering team, navigating industry changes, and leveraging AI responsibly in software development. Discover how a small team can outperform larger competitors and stay agile in a rapidly evolving tech landscape.

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    31 mins
  • The Truth About The Recent Vulnerability Spike w/ Aaron Mitchell | Episode 198
    Jun 9 2026

    In this episode, Steve Taplin interviews Aaron Mitchell, CEO of HeroDevs, about the challenges and opportunities in the open source industry, the impact of AI, managing remote teams, and maintaining compliance and security in software development.

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    30 mins
  • MASTER one thing well to earn the right to do more w/ Matt Moore | Episode 197
    Jun 4 2026

    In this episode, Steve Taplin interviews Matt Moore, CTO and Founder of Chainguard, about building secure open source environments, scaling challenges, and the future of software supply chain security. They explore patterns in software security, remote team management, and product roadmap strategies.

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    32 mins
  • ADOPT AI Tools Or Get Behind w/ Derek Perry | Episode 196
    May 25 2026

    In this episode, Derek Perry, CTO of Sparq, discusses the challenges of engineering, the impact of AI, and strategies for effective backlog management in remote teams. Gain insights into digital transformation, AI adoption, and client problem-solving from a seasoned CTO.

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    33 mins
  • FOCUS On The Security Right From The Beginning w/ Robert Stewart | Episode 195
    May 20 2026

    In this episode, Steve Taplin interviews Robert Stewart, CTO of Arbital Health, about the complexities of value-based care in healthcare technology. They explore how AI, data challenges, and industry regulations shape the future of healthcare software development.

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    30 mins
  • Always have the ENDGAME in MIND w/ Ritesh Agarwal | Episode 194
    May 15 2026

    In this episode, Ritesh Agarwal, CEO of Gemelli Biotech, shares insights on integrating technology into biotech, overcoming industry challenges, and rapidly scaling a health tech company. Learn how AI, logistics, and domain knowledge drive innovation in healthcare.

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    27 mins
  • Believe in YOURSELF w/ Trevor Colhoun | Episode 193
    May 12 2026

    In this episode, Trevor Calhoun, CEO of TPN Health, shares insights into building a scalable digital infrastructure for behavioral health, navigating industry regulations, and leveraging AI to improve provider networks and patient outcomes.

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    29 mins
  • Become Intimately Familiar With Your Business Models w/ Bobby Tahir | Episode 192
    May 7 2026

    In this episode, Steve Taplin interviews Bobby Tahir, a four-time CTO and current CTO Advisor of Aldrich Capital Partners, to explore patterns in engineering leadership, AI adoption, organizational change, and technical debt management. They discuss how AI is transforming product and engineering teams, the challenges of scaling organizations, and strategies for CTOs navigating the evolving tech landscape.

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    36 mins