472. Portfolio Thinking Meets Execution Discipline: A New Operating System for AI Transformation

472. Portfolio Thinking Meets Execution Discipline: A New Operating System for AI Transformation

From Transform NOW by SSNC Blue Prism

April 7, 2026 · 44 min

About this episode

Brad Hairston discusses AI transformation and effective big bet strategies with John Rossman and Andy Forti.

In this episode, Brad Hairston talks with John Rossman (author, advisor, former Amazon executive) and Andy Forti (PE-focused advisor) who co-wrote a paper that speaks to how companies can more effectively achieve big bet transformations. In the era of AI, big bets are being made everywhere, so this episode is very timely! . Link to white paper discussed on this episode: https://rossmanpartners.com/wp-content/uploads/2026/03/Big-Bets-in-Zone-to-Win_March2026.pdf . What we talked with John and Andy about: *How Geoffrey Moore's Zone to Win portfolio framework and John Rossman's Big Bet Leadership execution playbook perfectly complement each other *How to avoid "innovation theater" and get real results *How many transformation irons in the fire are manageable *Why CEOs should act more like "heat shields" versus project managers *Advice for leaders struggling with transformations. . Visit us on our socials:🦾 Get started with SS&C Blue Prism: https://okt.to/JcMLdU 🧑‍💻LinkedIn: https://okt.to/k8zIdp ✖️Twitter: https://okt.to/fHyd9G 🙋‍♀️Facebook: https://okt.to/Vyjfiz 📸Instagram: https://okt.to/5nYvIf 💭Blog: https://okt.to/QuGqVP 🤩Case studies: https://okt.to/ft1AMX . . To…

People in this episode

Host: Brad Hairston

Guests: John Rossman, Andy Forti

Topics covered

  • AI transformation
  • big bet transformations
  • innovation theater
  • leadership advice
  • portfolio framework

Keywords

  • AI
  • transformation
  • leadership
  • innovation
  • business strategy
  • Geoffrey Moore
  • big bets

Mentioned in this episode

Organizations: Amazon

Books & works: Big Bet Leadership, Zone to Win

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