In this episode, Amarinder Sidhu joins Matt Wyman to challenge the conventional “human in the loop” framing in AI development. They argue that treating AI as a standalone tool with periodic human oversight limits innovation, and instead advocate for systems thinking that places AI within broader, user-centered workflows. The conversation explores how redefining human roles, prioritizing user experience, and designing cohesive systems can lead to more effective, intuitive, and scalable AI-native products.

In this episode of The Agent Odyssey, host Matt Wyman (CEO and co-founder of Okareo) speaks with Pramod Singh—Executive in Residence at Duke University and former Chief Analytics Officer at Yodlee—about how decades of analytics and AI system-building are shaping the next wave of agentic and research-focused AI. Pramod shares the origin story of his new company, Inquisit, which applies AI to accelerate academic research and clinical trial workflows, including protocol development in drug discovery. Together, they explore foundational product and data principles, the shift from deterministic software to probabilistic AI systems, and what new skills (curiosity, multidimensional thinking, and problem-first framing) people need to thrive in an AI-driven world.

Chapters

• 00:00 Introduction to Okareo and Inquisit
• 07:17 First Principles in Problem Solving
• 13:31 Human in the Loop and Probability
• 19:16 Human Skills for the AI World

Andrew Levy, CEO and co-founder of AirCover AI, discusses the origin story of AirCover AI, the introduction to the AirCover AI platform, and the announcement of the virtual sales engineer. The conversation delves into the impact of AI agents in live conversations and the significance of the virtual sales engineer announcement.

Chapters

• 00:00 Introduction to AirCover AI
• 00:33 The Origin Story of AirCover AI
• 02:56 Announcing the Virtual Sales Engineer
• 06:19 The Concept of Digital Employees
• 11:04 Building Trust in AI Assistants
• 16:28 The Role of the CRO in AI Adoption
• 18:47 Navigating Pilot Programs
• 24:47 Change Management in the Age of AI
• 28:02 Essential Human Skills for the Future

On The Agent Odyssey, host Matt Wyman sits down with Matt Miller, Co-Founder of Zyve, to unpack how AI and automation are reshaping recruiting and business development. Miller shares why adoption hinges on trust, why teams often want granular control before going fully autonomous, and how Zive built on-off toggles to meet users where they are. They dive into explainability and scoring transparency, the line between vendor accountability and customer responsibility, and why governance matters even when results look good.

Hank Leber talks about how AI is changing the way businesses connect with their communities and customers. They explore how AI can improve engagement, boost data insights, and create safer online spaces for brands. The conversation also covers pricing in the AI era, why data literacy matters, and how human creativity still drives real transformation in a tech-powered world.

Ronnie Green, founder of AlgoPear, about how technology and AI are helping everyday people, not just the 1%, build financial confidence and reach their wealth goals. They explore how AlgoPear is transforming banking and financial education, the role of credit unions in supporting communities, and why critical thinking is so important in an AI-driven world.

Matt Wyman, CEO of Okareo, talks with Luba Ovtsinnikova and Dr. David Yang, the founders of Newo.ai, about what the future of the agentic workforce looks like. They explore how AI is changing business automation, why trust is such a big factor in AI interactions, and how Newo’s three-minute onboarding experience for AI agents works. The conversation also digs into how AI tech is evolving, what makes adoption challenging, and the skills people will need to thrive as AI becomes a bigger part of everyday work.

Matt Wyman chats with Nicholas Van Landschoot about the fast-changing world of Open Source Intelligence, or OSINT — a field that uses publicly available data to support investigations in law enforcement and cybersecurity. They dive into the new tools and challenges shaping OSINT, the ethical questions around data use, and how AI is transforming the way investigations get done. Nicholas also talks about what makes OSINT tools easier to adopt, why user experience matters, and how human skills remain essential as technology evolves. The conversation opens a window into how OSINT could reshape public safety and the future of intelligence work.