Great Mondays Radio

Josh Levine
  • 4.8 (19)
  • Business
  • Updated Weekly

AI, distributed work, and technology are changing how organizations operate. Leaders are discovering that the mechanisms they inherited to manage their teams weren’t built for this environment. Every week, host Josh Levine interviews a business leader about their experiences integrating AI into their team and company's work. If you know a director, VP, or people leader grappling with teams, AI, and the future of work, tell them to apply to be a guest on the show at https://radio.greatmondays.com/podcast-guest

  1. 1d ago

    AI Can Replace Coordination. It Can’t Make People Feel Motivated.

    Jason Lauritsen, CEO of Connected Performance Group, spent close to two years building a study on workplace connection with almost 300,000 employee responses, and what he found upends the assumption that the manager relationship matters most. Here's what we cover: Why connection to a company's purpose beat manager connection as the strongest predictor of motivation, even though almost nobody bet on itHow highly connected employees turned out to be 6.7 times more motivated and 7 times more likely to recommend their company as a place to workWhy Jason argues AI won't flatten management, because if a bot can do what a manager does, that manager was never doing the real job About Jason Lauritsen Jason Lauritsen (connectedperformancegroup.com) has spent two decades studying what makes work relationships function, going back to his book Social Gravity. His new research argues connection isn't a byproduct of good culture, it's the fuel that produces it, and he has a specific theory about which type of connection actually moves the needle and why almost no company is building for it. About Great Mondays Radio → Think you'd be a great guest on the show? Apply here. → I've spent two decades helping leaders fix their culture. Learn how I can support your work Great Mondays. → Want sharp takes on AI and the future of work? Read The Job Sh*t Show on Substack. → Watch Great Mondays Radio episodes on YouTube.

    AI Can Replace Coordination. It Can’t Make People Feel Motivated.

  2. Sep 7

    What if the Hallucination is the Best Part of the Prompt?

    Michael Villegas leads generative AI strategy for one of the country's largest interior architecture firms, and when he started testing these tools on real design work, he found the biggest risk wasn't bad output, it was that the tool felt too human to question. Here's what we talk through: Why he thinks AI sounding like a person instead of a calculator is a "slippery slope" that quietly lowers our guardHow his best prompt isn't a question at all, it's asking AI "what am I not thinking about," and treating whatever comes back as raw material, not an answerWhy he uses improv, something he doesn't even enjoy as comedy, as a training exercise for making creative lateral connections under pressure About Michael Villegas Michael Villegas is Director of Design Innovation at IA Interior Architects, where he builds the firm's approach to generative AI and emerging technology. He treats most AI output as material to mine for the one useful detail, not a finished product, and keeps 90 percent of his process manual by design. About Great Mondays Radio → Think you'd be a great guest on the show? Apply here. → I've spent two decades helping leaders fix their culture. Learn how I can support your work Great Mondays. → Want sharp takes on AI and the future of work? Read The Job Sh*t Show on Substack. → Watch Great Mondays Radio episodes on YouTube.

    What if the Hallucination is the Best Part of the Prompt?

  3. Sep 3

    Lightening Case Study: Kaiser Permanente + Google GenCast

    I tried something new this week. No guest, no interview, just me thinking out loud about a talk I'm building on how companies actually get value from AI. My complaint is simple. Most of us use AI to do the same work faster, and that shortcut has a ceiling. It's why the ROI never shows up the way it's promised. So I went looking at how scientists use AI instead. Google DeepMind's weather model, GenCast, never got taught a single rule of physics. Researchers just fed it decades of real weather and let it find the pattern itself. It beat the gold standard forecast on 97 percent of tests. Kaiser Permanente ran the same play on patients. Their Advance Alert Monitor catches the small signals someone's about to crash before the alarm goes off, not after, and gets a nurse there while there's still time. Same move both times. Feed it everything, name the outcome, let it work backward. Here's the rule I'm building my talk around. Give AI the destination, not the directions. I'm not done. More case studies coming, and I want you along for the ride. About The Job Sh*t Show The Job Sh*t Show is an investigation into how finding, keeping, and doing work is changing faster than anyone is admitting — and what that actually looks like for real people on the ground. The Sh*t List is a paid Substack for leaders who want to stay ahead of what AI is doing to the workplace — and actually do something about it. Every other week, subscribers get a new AI Manager Skill: one practical, field-tested move for leading your team better in an AI world.

    Lightening Case Study: Kaiser Permanente + Google GenCast

  4. Aug 31

    Your AI Screener Doesn’t Want the Best Candidate

    Eric Tabone, runs AI powered recruiting pipelines that process hundreds of applications a day for US companies. When we got into where the system still fails, he landed on a problem no amount of automation fixes. Here's what we go over: Why he'd bet on someone who sold used cars for ten years over someone who coasted ten years at Salesforce, and what that says about how most companies screen for pedigree instead of gritWhy he thinks the real problem usually isn't AI at all, it's a junior recruiter or a rigid checklist deciding who gets seen long before anyone judges fitWhy he still won't recommend AI video interviews, even as a major tech firm builds a product that gives candidates a "choice" almost nobody actually takes About Eric Tabone Eric Tabone moved from Dallas Fort Worth to Bogota, Colombia almost two decades ago and built his third company, Nearshore Business Solutions, around recruiting talent across Latin America for US companies. He's convinced AI has made hiring faster. He's not convinced it's made it smarter. About Great Mondays Radio → Think you'd be a great guest on the show? Apply here. → I've spent two decades helping leaders fix their culture. Learn how I can support your work Great Mondays. → Want sharp takes on AI and the future of work? Read The Job Sh*t Show on Substack. → Watch Great Mondays Radio episodes on YouTube.

    Your AI Screener Doesn’t Want the Best Candidate

  5. Aug 27

    Are We Using AI To Do The Wrong Things Faster?

    Uber burned through its entire 2026 AI budget in four months and still can't tie the spend to results. Starbucks pulled its AI inventory agent. Ford hired back 350 engineers to clean up after automated inspection. So what's actually going on? I think most of us are stuck in mode one and mode two thinking — using AI to automate tasks or do things faster ourselves — when the real payoff is in mode three: changing what work is worth doing at all. I walk through the steam-engine-to-electric-motor shift, the productivity J-curve, and two examples that show what mode three looks like in practice: IKEA turning 8,500 call center workers into a $1.25B design consulting business, and DeepMind's AlphaFold going from 200,000 human-predicted protein structures to 200 million. Also — quick heads up. This is the last Job Shit Show episode you'll catch here on Spotify/Apple. We're folding it into Great Mondays going forward, so you can still catch it there, plus we'll keep posting video on Substack. And if mode three thinking is something you want to work through with me directly, I'm hosting a workshop called AI Together on September 9th. Sign up at aitogether.greatmondays.com. About The Job Sh*t Show The Job Sh*t Show is an investigation into how finding, keeping, and doing work is changing faster than anyone is admitting — and what that actually looks like for real people on the ground. The Sh*t List is a paid Substack for leaders who want to stay ahead of what AI is doing to the workplace — and actually do something about it. Every other week, subscribers get a new AI Manager Skill: one practical, field-tested move for leading your team better in an AI world.

    Are We Using AI To Do The Wrong Things Faster?

  6. Aug 24

    Make AI Your Scene Partner, Not Your Assistant

    What if the algorithm screening your applicants is designed to reject your best ones? Aden Nepom, president of Art of Change, has spent almost two decades teaching executives to communicate under pressure using tools built from improv. When we got into what AI does to creativity, she landed on a problem she doesn't have a fix for yet. Here's what we go over: Why she thinks LLMs are structurally built to average, and what that's doing to a friend of hers who keeps getting rejected for being an outlierHow telling an AI to "act as" someone is technically an improv game, and why it gets sharper answers than a plain command ever willWhy she refuses to let AI answer her own writing prompts, even though it would be faster, because she doesn't want to outsource her own thinking About Aden Nepom Aden Nepom has spent nearly two decades teaching executives and teams to communicate under pressure using tools built from improv. She's convinced the real risk of AI isn't job loss. It's letting it think for you before you've noticed you stopped. About Great Mondays Radio → Think you'd be a great guest on the show? Apply here. → I've spent two decades helping leaders fix their culture. Learn how I can support your work Great Mondays. → Want sharp takes on AI and the future of work? Read The Job Sh*t Show on Substack. → Watch Great Mondays Radio episodes on YouTube.

    Make AI Your Scene Partner, Not Your Assistant

  7. Aug 20

    We need to talk about professional services.

    My friend Lindsey Caplan buys professional services. She also sells them. Recently she opened a deliverable from someone she's paying real money, and found AI output staring back at her. What she landed on is something I keep coming back to. We've confused what we actually pay professional services people for. It was never really the output, even if it looked that way for years. It's the judgment, the pattern matching, the thing someone builds by doing this work long enough to see what you can't. I said something similar in a recent interview. Domain expertise is the new oil. Information is everywhere now. Knowledge is a utility. What's rare is someone who has seen enough of the pattern to tell you what it means. The disclosure question is where it got messy for us, and I've been here before. Five years ago it was whether your web guy only builds on WordPress. Now it's whether the person you hired is quietly routing your project through AI without telling you. Lindsey's take isn't that AI is the problem. It's that nobody's saying up front where they're using it and where they're not, and that silence is what kills the trust. Here's where I landed by the end of the conversation. AI was never built to help you do less work. It's not a shortcut, and treating it like one is exactly what's breaking down in the industries where time was always the product being sold. About The Job Sh*t Show The Job Sh*t Show is an investigation into how finding, keeping, and doing work is changing faster than anyone is admitting — and what that actually looks like for real people on the ground. The Sh*t List is a paid Substack for leaders who want to stay ahead of what AI is doing to the workplace — and actually do something about it. Every other week, subscribers get a new AI Manager Skill: one practical, field-tested move for leading your team better in an AI world.

    We need to talk about professional services.

  8. Aug 17

    If We Could Replace You, We Already Would Have

    What if the healthiest company in your industry has nothing to do with its stock price? Chase Sterling has spent almost 25 years inside workplace well-being, running Wellbeing Think Tank and pulling sentiment straight from Reddit and TikTok threads that never make it into a press release. When I asked her where things are headed, she didn't sugarcoat it. We haven't hit bottom yet. Here's what we go over: Why attrition tells you more about a company's health than its stock price ever willHow CEO pay climbed from 10 times the average worker in the 80s to over 300 times today, and why Dr. Bronner's caps its own leadership at 20 times on purposeWhy a leader saying "let's just ask AI" before anyone else speaks is the fastest way to kill a room About Chase Sterling Chase Sterling founded and runs Wellbeing Think Tank, a nonprofit focused on helping employers balance organizational performance with worker health. She's worked nearly every corner of the wellness industry, from vendor to broker to internal HR, and her core belief is simple. The worst behavior a company tolerates is its actual culture, no matter what's painted on the wall. About Great Mondays Radio → Think you'd be a great guest on the show? Apply here. → I've spent two decades helping leaders fix their culture. Learn how I can support your work Great Mondays. → Want sharp takes on AI and the future of work? Read The Job Sh*t Show on Substack. → Watch Great Mondays Radio episodes on YouTube.

    If We Could Replace You, We Already Would Have
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4.8
out of 5
19 Ratings

About

AI, distributed work, and technology are changing how organizations operate. Leaders are discovering that the mechanisms they inherited to manage their teams weren’t built for this environment. Every week, host Josh Levine interviews a business leader about their experiences integrating AI into their team and company's work. If you know a director, VP, or people leader grappling with teams, AI, and the future of work, tell them to apply to be a guest on the show at https://radio.greatmondays.com/podcast-guest

Information

  • Creator
    Josh Levine
  • Years Active
    2023 - 2026
  • Episodes
    200
  • Rating
    Explicit
  • Copyright
    © Copyright 2026 Josh Levine
  • Show Website
    Great Mondays Radio

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