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The Agent Odyssey

The Agent Odyssey

By: Matthew Wyman
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About this listen

The Agent Odyssey is a podcast about what it really takes to bring AI to market. Hosted by Matt Wyman, CEO and Co-founder of Okareo, each episode explores how founders and builders are turning AI from prototype to product and what they’re learning along the way. We skip the frameworks and the hype to focus on the messy, human side of AI adoption: earning trust, pricing intelligence, redefining work, and balancing automation with accountability. Every conversation ends with one essential question: “What human skill do people need to develop in preparation for the world of AI?”

2026 Matthew Wyman
Economics Leadership Management & Leadership
Episodes
  • Ioan Iacob - Trustworthy Enterprise AI for FinTech
    Feb 5 2026

    The conversation with Ioan Iacob, co-founder and CEO of FlowXAI, delves into the challenges and opportunities of enterprise AI. It explores the need for production-grade reliability, the transition from POC to production, the balance between customization and robustness, and the impact of AI on accelerating the OODA loop. The key takeaway is the importance of human agency in driving AI forward and embracing the change it brings to enterprise operations.

    Chapters

    • 00:00 Building Enterprise AI
    • 06:55 Transition from POC to Production
    • 17:33 Customization vs. Hardened Solutions
    • 22:38 Dynamic User Experience
    • 28:15 Accelerating the OODA Loop with AI
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    34 mins
  • Josh Quintal – Improving Patient Communication with AI at Optego
    Feb 17 2026

    In this episode, Matt Wyman sits down with Josh Quintal to explore how Optego is using AI to fundamentally improve the doctor-patient relationship. The conversation dives into one of healthcare’s most persistent problems: poor communication, especially around discharge summaries filled with jargon and hard-to-understand instructions. Josh explains how AI can translate complex medical information into clear, accurate language that patients can actually engage with, while still fitting into existing clinical workflows and regulatory constraints. Together, they discuss the future of interactive patient experiences, long-term data integration, and why embracing AI thoughtfully is essential for the next generation of healthcare innovation.

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    27 mins
  • Morgan Mackenzie - AI-Powered Fashion for the Tall Shopper
    Feb 12 2026

    In this episode, Matt Wyman sits down with Morgan Mackenzie, founder of Simply Above Average, to explore how personal frustration with ill-fitting clothes led to a data-driven fashion tech company for tall consumers. Morgan shares how Simply Above Average aggregates brands and sizes into a single platform, using AI as a collaborator to improve discovery, fit, and overall shopping experience. The conversation dives into the future of retail, the role of consumer feedback, and how curiosity and data can reshape fashion to better serve overlooked audiences without replacing the human element.

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    29 mins
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