Everybody’s talking about AI layoffs. But the real question at our dinner table isn’t who’s losing jobs, it’s what all of this means for our kids.

In this episode, I bring the conversation out of our house and onto the mic with the person who knows my blind spots better than anyone: my wife, business partner, and co-conspirator, Lisa Reisman. Together, we wrestle with some uncomfortable questions: Is traditional education still fit for purpose in an AI-driven world? Is college becoming a necessity, a luxury, or a liability? And how should parents actually think about preparing kids for a future that looks nothing like the one we grew up expecting?

We talk about AI's role in the classroom, inversion thinking, career paths that won’t be easily automated, the risks of underemployment, and why helping kids find direction earlier matters more than ever. This isn’t a manifesto or a parenting playbook. It’s an honest, sometimes messy conversation about uncertainty, responsibility, and how to give our kids a real shot at fulfillment in the age of AI.

This week, I’m joined by my long-time sparring partner and business builder, Guy Stafford, to reflect on his 25+ years leading the wildly successful procurement firm, Proxima (acquired by Bain), and how those hard-won lessons apply to the age of AI.

Guy pulls back the curtain on Proxima’s creation, from a $35 domain name (Buy.co.uk) in the mid-90s to navigating the dot-com crash, before dissecting his philosophy on mentorship: why he works in the shadows, the power of following up, and why the best advice comes from asking, "Who's done this before?"

We then launch into a high-octane debate on the future of procurement, covering:

• The Proxima 2.0: How AI fundamentally changes the consulting model, forcing businesses to quickly automate tactical work to focus on strategic high-level interactions.

• The Black Box CPO: Why AI will make procurement about more than just savings, and how the micro-coaching capabilities of AI could offer live, tailored advice to category managers (like a fitness tracker for your professional life).

• The Race to Relevance: Guy shares a crucial warning for CPOs: the race isn't defined by industry, but by who in the organization (Finance, IT, or Procurement) effectively wields the new AI power, and what skills are needed to stay on top.

In this episode of Algo Ego, I sit down with Sam Kinney to revisit the rise of FreeMarkets and explore how its core ideas translate into today’s world of AI-driven market design. We unpack the creative auction formats that reshaped industrial sourcing, the cultural engine that powered the company’s talent, and how those lessons apply as AI begins to automate negotiation, supplier discovery, and cost modeling at massive scale.

Sam also shares a forward-looking view of how AI agents might represent buyers and suppliers, how digital “part twins” could reshape engineering, and why rebuilding FreeMarkets today would look radically different — but still grounded in the same market principles that made it work 30 years ago.

In this episode of Algo Ego, I sit down with Stuart Loren — investor, former lawyer, and one of the sharpest voices on AI-driven economic change. Stuart and I talk about how he shifted from corporate law to institutional investing, and why themes like AI, energy supply, and social disruption now sit at the center of his work.

We dig into Jevons’ Paradox and what 19th-century coal demand can teach us about today’s GPU-powered world — including why data centers may jump from 3% to 12% of U.S. electricity use. Stuart explains how this fuels a new global race for power infrastructure, why China is over-building on purpose, and why the West risks falling behind.

We also cover his thesis on social disaffection, how AI may reshape white-collar careers, and what happens when tech giants move from software margins to owning physical assets like data centers and energy. Stuart shares what this means for investors, governments, and the future of cities like Chicago.

In this episode of Algo Ego, I sit down with Sam Kinney, co-founder of FreeMarkets — the company that pioneered online procurement auctions and transformed how global supply chains operate.
Sam and I talk about how FreeMarkets began in the early ’90s — before Java, before Netscape — and how a handful of former McKinsey consultants turned a manual “ballroom auction” into one of the most influential B2B platforms of its time.

We dive into the creative auction formats that shaped modern sourcing, from index bidding to net present value auctions, and the culture that fueled the company’s explosive growth (including the now-legendary “bag of bolts” interview test). Sam also shares lessons from FreeMarkets’ rise, what we learned about innovation and disruption, and how those insights apply to today’s world of AI-driven market design and the future of procurement.

In Episode 2 of Algo Ego, we feature Tom Beaty, founder of Insight Sourcing Group and creator of SpendHQ and Witness to War Foundation. Tom shares how he built multiple successful companies at the intersection of procurement, data, and technology—starting from a basement startup to a major acquisition by Accenture. We explore how he turned an internal analytics tool into a thriving SaaS business, and how his passion for history led to one of the largest veteran oral history archives in the U.S.

In Episode 1 of Algo Ego, we feature Bob Solomon, the original business architect of the Ariba Supplier Network. Bob is an expert on networks, marketplaces, and B2B. We trace the history of these models and dive into the origin story of the Ariba Supplier Network, then explore how they’ve since evolved through industry-specific offerings and verticalization post SAP Ariba. From there, we shift the conversation to the future of networks and marketplaces in the Age of AI. Our regular discussion with Dor Israeli (my resident AI guru and the closest thing we have to a modern Seinfeld character) covers the latest AI news, including Microsoft’s new models, and what it means when AI employees and agents start negotiating with each other instead of humans.