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AI-Curious with Jeff Wilser

AI-Curious with Jeff Wilser

By: Jeff Wilser
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Every week, Jeff Wilser sits down with the people building, breaking, and reckoning with AI — from the CEO of Upwork to the pioneer who coined "AGI" to an AI social network where bots wrote manifestos and had existential crises. Wilser is the author of eight books, AI keynote speaker, and the kind of interviewer who'd rather find the story no one's telling than rehash the headline everyone's read. Named by Inc. Magazine as one of the best ways to get AI-savvy. Included in UC Berkeley's data science curriculum.

© 2026 AI-Curious with Jeff Wilser
Episodes
  • The Missing Half of AI: Geospatial Intelligence, w/ John Lenahan
    Jun 18 2026

    What if the most important part of AI is the part nobody talks about, not the chatbot, but the map underneath the world?

    In this episode of AI-Curious, we talk with John Lenahan, Head of Esri’s Global Commercial Services team, about geospatial AI, GIS, and why “where” may be the missing context in so much of today’s AI conversation. We explore how maps become far more powerful when they layer in infrastructure, weather, sensor data, supply chains, demographics, and risk, and how AI can help turn that complexity into faster, more actionable decisions.

    We also get into what this looks like in practice. We discuss the Baltimore bridge collapse and how responders were able to build an operational model of the wreckage in a day instead of spending weeks or months trying to recreate the scene. We look at how Raleigh is using spatial AI and computer vision to improve cyclist and pedestrian safety, how cities can rethink bus routes and permitting, and how companies can uncover risks they did not even realize they had, like suppliers concentrated in the same vulnerable region.

    This conversation also explores the bigger business case for spatial intelligence. We talk about why a pipeline is not just a line on a spreadsheet, how terrain and soil can change maintenance costs dramatically, and why AI gets much more useful when it understands the physical world instead of treating everything like abstract text. We also discuss the risks, from trust and transparency to keeping humans in the loop when real lives and real infrastructure are involved.

    Guest
    John Lenahan — Head of Esri’s Global Commercial Services team

    Don’t forget to check out Esri!

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    For anyone interested in Jeff’s AI Workshops for their company:

    Reach out directly at jeff@jeffwilser.com

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    38 mins
  • Inside the Real Bleeding Edge of AI Workflows, w/ Elijah Spencer
    Jun 11 2026

    What does the bleeding edge of AI actually look like inside a small team, before the big labs turn it into a polished product?

    In this episode of AI-Curious, we talk with Elijah Spencer, Chief of Staff at Miden, about the practical workflows power users are building right now with AI coding tools, research agents, and custom automation. We explore how Elijah uses tools like Claude Code, Codex, and third-party harnesses to move from idea to MVP fast, build internal apps for real business problems, and create agentic workflows for research, social listening, and outreach.

    We also get into a bigger question: who is really at the frontier of AI right now? Not just the CEOs talking about transformation from 30,000 feet, but the practitioners inside teams who are quietly figuring out what these systems can actually do. From a startup finance dashboard built in a week, to a research agent that briefs him every morning, to a workflow that can surface breaking developments and help a team respond in hours instead of days, this conversation is a grounded look at how AI is changing day-to-day work.

    Along the way, we talk about context management, memory files, Slack bots, agentic development, and why Elijah thinks the next generation of companies may be built more like Rick Rubin makes albums: not by touching every knob directly, but by directing the system and the people around it with taste and intent.

    Guest
    Elijah Spencer — Chief of Staff, Miden

    Follow AI-Curious on your favorite podcast platform:

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    For anyone interested in Jeff’s AI Workshops for their company:

    Reach out directly at jeff@jeffwilser.com



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    52 mins
  • How AI Agents Could Change Shopping Forever, w/ Chi Zhang
    Jun 4 2026

    What happens when your next customer is not a person, but an AI agent shopping on their behalf? The way we buy things online may be about to change a lot faster than most people realize.

    In this episode of AI-Curious, we talk with Chi Zhang, cofounder and CEO of Kite, about agentic commerce and the infrastructure that could make AI agents true economic actors instead of just helpful assistants. We explore what it means to let an agent not only research flights, groceries, APIs, or consumer goods, but actually complete the transaction safely. Along the way, we unpack why Chi describes Kite as the “Stripe for agents,” and why this shift could force businesses to rethink who they are really selling to.

    We also dig into the hard part: trust. If an agent is going to spend money on your behalf, how does a merchant know that your agent is legitimate, authorized, and not a scam wearing your face? We get into the identity, verification, authorization, privacy, and infrastructure layers that make agentic payments possible, and why those pieces matter just as much as the agents themselves.

    This conversation also looks at why stablecoins and programmable money may be especially well suited to this future, particularly for micropayments, API access, and machine-to-machine commerce where traditional card rails are too expensive or clunky. More broadly, we talk about what happens when AI agents start doing more of the comparison shopping, checkout, and transaction work that humans used to do themselves.

    Guest
    Chi Zhang — Cofounder and CEO, Kite

    Check out Kite AI

    Follow AI-Curious on your favorite podcast platform:

    Apple Podcasts
    Spotify
    YouTube
    All Other Platforms

    For anyone interested in Jeff’s AI Workshops for their company:

    Reach out directly at jeff@jeffwilser.com

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    57 mins
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