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  • Ep 148 Creativity: 7 Years, 3 Buzzwords, 2 Studies, and 1 Constant Problem
    Jun 26 2026

    In 2019, I helped run the largest study ever done on the relationship between design and business performance. We found that the vast majority of companies were stuck, full of creative potential that they couldn't convert into results. This month, Accenture Song published a brand-new study of 1,725 executives across 14 countries, and they found the same exact gap, almost to the percentage point.

    This episode puts both studies side by side. Not to say "I told you so," but because two firms, working seven years apart with completely different methods, landing on the same wall, isn't a coincidence. It's proof that this was never a technology problem. I also break down why "applied creativity" is on track to become the next "design thinking," a term everyone adopts and nobody actually builds, unless leaders treat it differently this time. And I close with a three-question audit you can run on your own team before the episode's even over.

    This one's for anyone who's tired of hearing that AI will finally make creativity matter. It already mattered. The infrastructure to act on it just never got built.

    In this episode:

    • Why Accenture's 2026 "applied creativity" data lines up almost exactly with the InVision design maturity study from 2019
    • The three pillars both studies independently found: commitment, structure, expertise
    • Why only 9% of board members at major companies have creative backgrounds, and why that's the actual story
    • Why design thinking died, and the exact pattern that could kill "applied creativity" the same way
    • The harder truth: AI didn't create this gap, it just removed the excuse
    • A three-question audit to find out which pillar your team is actually missing

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    36 Min.
  • Leadership: Judgment, Taste, and the Five Things AI Still Can't Touch
    Jun 18 2026

    Your team's value used to come from how fast and how well they could execute. That formula is broken, and most leaders are still managing teams built for jobs that no longer exist.

    This episode is about what leadership actually looks like once execution stops being what makes your team valuable. Not whether to adopt AI — that conversation is over. The real question is whether you're willing to redefine what your team produces, who's actually equipped for that shift, and what you're going to do about the people who aren't. Stephen breaks down the five things that now separate teams that matter from teams that don't — judgment, taste, context, connection, and the often-overlooked skill of actually training and stewarding the models your team uses. He also lays out three things every leader needs to do this week, starting with an honest audit of what your team really produces.

    Stephen anchors this in years spent studying how the world's best chefs build teams and develop talent from scratch, and in building CRZY Design around the idea that headcount has never equaled quality. Both point to the same lesson: technique can be taught, and increasingly, AI can do it. Palette can't be bought, faked, or automated.

    This one's for any creative leader who suspects their org chart, job descriptions, or own habits are still optimized for a team that no longer exists, and who'd rather hear that now than find out later.

    In this episode:

    • Why "is AI going to take my job?" is the wrong question for leaders to be asking
    • The five things that actually separate teams now: judgment, taste, context, connection, and systems stewardship
    • Why headcount-based, execution-mapped org charts are solving the wrong problem
    • The "palette" lesson from the world's best kitchens — and why hiring on technique alone is a long-term liability
    • A three-step leadership audit: what AI could do, what AI could assist with, and what only your team can do — and why that ratio is the most important number you're not looking at
    • The hardest truth in the episode: AI didn't take anyone's job — it gave executives a way to finally act on what they already believed

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    35 Min.
  • Ep 146 AI: Premortems, Because A.I. Won't Wait for a Retrospective
    May 21 2026

    The "ship it, fix it later" playbook was already broken. AI just made it catastrophic. Post-mortems assume you have time to observe, adjust, and course correct. AI has collapsed those timelines, and the damage isn't waiting for a retrospective.

    In this episode, Stephen argues that pre-mortems aren't a luxury anymore. They're the only way responsible teams can keep pace with and scale AI-assisted work. He walks through six questions every team needs to answer before any project where AI touches the workflow — not as a checklist, but as the conversation you have before the pressure hits.

    Stephen anchors the argument in a core frustration he's named on the show before: most teams are in the consequence business without ever acting like it. From the Pokémon Go failures to the output-obsessed cultures that celebrate shipping as success, the episode makes the case that individually good decisions can still add up to collectively disastrous outcomes.

    This one is for any team using AI in their work who hasn't yet had a real conversation about what happens when it goes wrong.

    In this episode:

    • Why the post-mortem era is over — and what has to replace it
    • The six pre-mortem questions every AI-assisted project needs answered upfront
    • How to map the blast radius before you're in a war room during a crisis
    • The headline test: writing the failure story before the project starts
    • Why agreeing on non-negotiables is the easy part — and holding to them under pressure is the real work
    • Why AI is a culture problem, not a technology problem — and why this episode is the proof

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    26 Min.
  • Ep 145 Creativity: Stop Asking AI to Agree With You
    May 14 2026

    You've turned the most powerful thinking tool in history into a yes-machine — and it's making your ideas weaker without you even realizing it.

    This episode is about a fundamental shift in how you use AI. Not a new tool, not a better prompt library — a completely different posture. Most people learned to use AI the same way they use Google: ask for an output, take the answer, move on. That habit is quietly eroding your thinking. AI is trained to be helpful, which means it's trained to agree. If you keep asking it questions you already know the answer to, all you're getting back is your own assumptions dressed up in more confident language.

    The fix is treating AI like a sparring partner, not an assistant. That means building the discipline to ask the questions you don't want to ask — the ones that pressure-test your ideas before the room does it for you.

    In this episode:

    • Why AI's confidence is the dangerous part — it states wrong things with the same authority as right ones
    • The sparring partner model: how to shift your posture toward AI so you get genuinely better thinking out of it
    • Four types of challenge prompts: failure, assumption exposure, data validity, and pre-mortem — and exactly how to use each one
    • Why most people skip this step (hint: it's not because they don't know how)
    • A 15-minute exercise you can do today with any idea you're working on

    The people who will be dangerous with AI aren't the ones using the best tools. They're the ones asking the best questions. This episode is for anyone who wants to be one of them.

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    17 Min.
  • Ep 144 AI: Your Company Decided Your Value Before AI Existed
    May 6 2026

    AI didn't build the case to replace you. It just gave companies the tool to finally act on a decision they'd already made.

    In this episode, Stephen Gates gets brutally honest about what's actually happening underneath the wave of creative layoffs — and why asking "is AI going to take my job?" is already the wrong question. Using a framework he's shared with teams and mentors for over fifteen years, Stephen maps out the four quadrants that determine your real value inside any organization: human-led execution, AI-led execution, AI-amplified strategy, and human-led strategy — and explains exactly why where you sit in that grid matters more than any performance review, portfolio, or title ever will.

    He also goes back to the moment that changed how he thinks about all of this: getting laid off while his work was running globally in an Apple commercial. Good work isn't enough. Great execution isn't enough. What matters is what gets said about you when you're not in the room.

    This is an uncomfortable episode — but it's the one you need to hear.

    In this episode:

    • Why AI gave companies cover fire, not a new idea
    • The four-quadrant framework for understanding how leadership actually thinks about your role
    • Why "do you value design?" is the wrong question to ask your leadership
    • The question that will actually tell you where you stand
    • What to do if you don't like the answer

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    23 Min.
  • Ep 143 AI: AI Isn't a Tool Problem. It's a Culture Problem.
    Apr 29 2026

    Four years into running CRZY, Stephen has watched AI go from an interesting experiment to an organizational crisis that almost nobody is naming correctly. The problem isn't which model you're using. It's not your stack, your workflow, or whether you've got the right prompts. The problem is culture — and most leaders are treating it like a hardware upgrade.

    In this episode, Stephen breaks down the most urgent shifts he's seeing inside teams and companies right now: why being "output drunk" is quietly destroying careers and brands, why speed is the new debt, why the organizational pyramid is flipping — and what happens to an entire generation of creative professionals if we don't start solving for that. He also gets into the practical: what you review in meetings, how you hire, what you kill, and why pre-mortems need to replace post-mortems before it's too late.

    This isn't a conversation about AI tools. It's a conversation about survival — and it's one almost nobody is having yet.

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    23 Min.
  • Ep 142 AI: The hidden cost of plausible, almost-right work
    Apr 15 2026

    AI and cheap tools have given everyone the ability to produce work that looks professional, sounds credible, and feels like the real thing. The problem? It isn't. In this episode, Stephen introduces the term Plausible Noise — the growing layer of almost-right work that's quietly eroding quality standards, collapsing accountability, and making it harder than ever to defend the value of real expertise. He breaks down how it's breaking organizations, why experts are partly to blame, and what you can actually do about it.

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    21 Min.
  • Ep 141 Design: A bigger strategy behind Apple’s Liquid Glass?
    Jun 18 2025

    Stephen finally breaks the seal on AI — not with a prompt tutorial or workflow breakdown (he’s got a YouTube video for that), but with a deeper dive into the real conversation: how AI is shaking the creative industry to its core.

    From WWDC buzz to Liquid Glass backlash, this one’s not about UI drama — it’s about system strategy. Stephen unpacks Apple’s latest moves through a deeper lens: unified design, AI readiness, and what it really takes to build future-proof experiences. Because this moment isn’t just about skeuomorphism making a comeback. It’s about Apple quietly setting the stage for a smarter, more integrated creative ecosystem — and what that signals for the rest of us.

    • Why design decisions at Apple are never just about design
    • The real story behind Liquid Glass (and why most people missed it)
    • How systems thinking reveals the future of AI integration
    • What creative leaders can learn from Apple’s long game

    This one might age like milk — or prove prophetic. Either way, it’s a must-listen.

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    14 Min.