AI-Curious with Jeff Wilser

AI-Curious with Jeff Wilser

A podcast that explores the good, the bad, and the creepy of artificial intelligence. Weekly longform conversations with key players in the space, ranging from CEOs to artists to philosophers. Exploring the role of AI in film, health care, business, law, therapy, politics, and everything from religion to war. Featured by Inc. Magazine as one of "4 Ways to Get AI Savvy in 2024," as "Host Jeff Wilser [gives] you a more holistic understanding of AI--such as the moral implications of using it--and his conversations might even spark novel ideas for how you can best use AI in your business."

Episodes

March 26, 2026 43 mins

What happens when a business school decides AI isn’t a bolt-on elective, but the operating system for how students learn marketing, finance, entrepreneurship, and leadership?

In this episode of AI-Curious, we’re back with David Marchick, Dean of the Kogod School of Business, to see what changed after his earlier promise to become the country’s first AI-first business school. We dig into what “AI-first” actually means in practice, wh...

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What happens when AI makes the news feel like it was made just for us, and the “objective” version quietly disappears?

Here we have something of a “very special episode” of AI-Curious. I was recently in Davos during World Economic Forum week, and was honored to speak on a panel on the Future of Media. This is that panel. 

We dig into the trust crisis in journalism, the attention economy, and how AI may accelerate the shift toward per...

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Something I don’t usually say: This is one of my favorite conversations I’ve ever had in the AI space. Truly. 

The setup: What happens when an AI agent stops being a tool and starts acting like a coworker?

In this episode of AI-Curious, we talk with Dan Botero, who built an AI agent named Octavius Fabrius using OpenClaw. Octavius didn’t just chat or summarize. He applied to hundreds of jobs, built his own portfolio, experimented with...

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What happens when AI agents start talking to each other in public, at scale, and we have to figure out how humans fit into that world?

In this episode of AI-Curious, we explore the “Moltbook moment” through a special live panel recorded at the Summit on Human Agency, convened by the Advanced AI Society (hat tip to Michael Casey and Tricia Wang.) Instead of a standard one-on-one interview, we moderate a wide-ranging conversation with...

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What happens when a social network is built for AI agents, not humans, and millions of bots start posting, debating, and “performing” identity in public?

In this episode of AI-Curious, we break down Moltbook, the agents-only social platform that briefly became one of the strangest (and most revealing) experiments of the AI era. We unpack what Moltbook is, why it matters, and what it suggests about a near future where AI agents don’t...

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What does it take to make AI adoption stick in a high-stakes, heavily regulated industry, without triggering job-loss panic?

In this episode of AI-Curious, we have a hyper-specific case study of AI adoption. Host Jeff Wilser talks with Krista Snelling (CEO and Chairman) and Matthew March (CIO and EVP) of West Coast Community Bank about their practical playbook for rolling out AI the right way: governance first, culture second, and m...

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What happens when software stops just “chatting” and starts acting in the real world, across real workflows, with real consequences?

In this episode of AI-Curious, the Head of AI at Cognizant goes deep on AI agents and agentic workflows: what they are, why enterprises are investing heavily, and what it actually takes to make agent systems reliable and safe at scale. We unpack what separates an AI agent from a traditional chatbot, wh...

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Is AI quietly creating more work than it’s replacing, and are we measuring the job market the wrong way?

In this episode of AI-Curious, we talk with the CEO of Upwork, Hayden Brown, about what the platform is seeing across the global freelance economy, and why the “AI is killing jobs” narrative can miss what’s happening at the edges of the market. We also dig into how to adopt AI inside an organization without just “sprinkling fairy...

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What does “human-first AI” actually look like when you have to make decisions under pressure, hit numbers, and keep trust intact?

In AI-Curious, we talk with Kate O’Neill — “the Tech Humanist” and author of What Matters Next — about how leaders can adopt AI in ways that strengthen human outcomes instead of quietly eroding culture, morale, and customer experience. We dig into why so many AI initiatives fail for non-technical reasons,...

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What happens when the world’s most-used creative tools get smarter — and creators worry they’re losing the wheel?


In this episode of AI-Curious, we talk with Eric Snowden, Senior Vice President of Design at Adobe, about how Adobe is weaving AI into Photoshop, Lightroom, Acrobat, and beyond — while trying to keep the tools respectful of craft, muscle memory, and the human spark. We dig into the bigger question beneath the featur...

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What happens when AI can “read the whole internet” but the internet stops volunteering its best work?

In this episode of AI-Curious, we talk with Tony Stubblebine, CEO of Medium, about what he calls AI’s “broken social contract” with the web, and why the next era may be less about a “dead internet” and more about a dead public internet. We unpack the incentives that made the open web thrive, how AI search summaries change the traffi...

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Is AI making creators more powerful… or more replaceable? And if you start with a blank page for a living, there’s an even sharper question underneath it: should AI write for you… or write with you?

In this episode of AI-Curious, we sit down with Victor Varnado—a New Yorker cartoonist, comedian, actor, and creative technologist—to explore a grounded, practical philosophy for using AI without becoming a passenger.

Victor draws a sharp...

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What’s actually happening with AI adoption inside U.S. businesses—and how much of the public discourse is just vibes?

In this episode of AI-Curious, we dig into the hard numbers behind AI spend and adoption with Ara Kharazian, an economist at Ramp and the leader of Ramp Economics Lab. Using anonymized, real-time corporate spend data across tens of thousands of businesses, Ara shares what the “receipts” reveal about who’s buying AI, ...

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What does an AI-driven economy actually look like when you zoom out far enough—and what does that mean for jobs, power, and policy?

In this episode of AI-Curious, we talk with Anindya Ghose (NYU Stern; author of Thrive) about the “AI economy blueprint”: how the modern economy starts to resemble a vertically layered tech stack—from energy and chips all the way up to consumer-facing apps—and why that stack is quietly reshaping everyth...

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Could AI actually make healthcare more human—less paperwork, less burnout, fewer errors—or is it mostly hype layered on top of a legacy system?

In this episode of AI-Curious, we talk with Dr. Michael Karch, an orthopedic surgeon (hip + knee replacement) with ~30 years of clinical experience who also made a serious pivot into data, machine learning, and AI strategy for healthcare. We dig into what hospitals are actually doing with AI...

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Could AI help you lead—not just do—especially if you’re thinking about building something entrepreneurial?

In this episode of AI-Curious, we talk with Miri Rodriguez, formerly a “storyteller” at Microsoft, now the CEO of Empressa.AI, about what it means to go from Doer to Leader in an AI era—and how an AI-first operating style can give a small team outsized leverage.

Miri shares how storytelling functioned as a practical tool inside ...

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Could AI agents become better traders than humans—and what happens when “decision-making” gets outsourced to software that can act at machine speed?

In this conversation, we go deep with Saad Naja, founder of PIP World, on the rise of AI agent auto-traders: multi-agent “swarms” that resemble a miniature trading desk—specialist analysts feeding into an AI “portfolio manager” that can decide whether to buy, sell, or hold. Even if you’...

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Can AI actually help eradicate poverty for real people, right now—not in some vague future?

We talk with two leaders from Opportunity International who are trying to do exactly that, using AI to support smallholder farmers and low-cost private schools across Africa and beyond.

In this episode of AI-Curious, we sit down with Ama Akuamoah and Paul Essene from Opportunity International’s Digital Innovation Group. We explore how they’re ...

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Is AI making us smarter or dumber—and how do we make sure we’re on the right side of that divide?

In this episode of AI-Curious, we talk with Professor Vasant Dhar, author of the new book Thinking With Machines: The Brave New World of AI. Vasant isn’t just a historian of AI; he’s part of the story. In the 1990s, he helped bring machine learning to Wall Street, founded one of the world’s first ML-based hedge funds, and became the fir...

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Can a city use AI to cut red tape, fill potholes faster, and shave minutes off commutes—without sliding into surveillance? We sit down with San José’s mayor, Matt Mahan, to unpack how a highly regulated public institution can adopt AI pragmatically and responsibly. In this episode, we dig into the playbook: pilots that become policy, guardrails that build trust, and workforce upskilling that actually moves the needle.

We cover how b...

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