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The Crazy One: Daily Summaries Delivered
by Stephen Gates
The Crazy One is an award-winning podcast for creatives, leaders, and anyone who refuses to settle. Hosted by renowned designer and global design leader Stephen Gates, this show delivers unfiltered honesty, actionable insights, and hard-won wisdom to help you grow your creativity, lead with confidence, and build a meaningful career. With over two decades leading world-class design teams at companies like InVision, Citi, Starwood Hotels, WW, and McCann Erickson, Stephen has built brands and digital experiences for clients including Disney, American Airlines, W Hotels, Verizon, Acura, and more — work that’s earned over 150 international awards and has been featured by Apple in 10 keynotes, 4 commercials, and the Human Interface Guidelines. Now as the founder of CRZY, an independent strategy and design studio, he’s helping companies find bold new visions for their brands, experiences, and creative futures. Through The Crazy One, he shares everything he’s learned along the way — from integrating behavioral science with human-centered design to navigating imposter syndrome to building a career and creative life on your own terms. With over 100 episodes and a loyal global audience, The Crazy One has been named: • Webby Award Honoree for Best Technology Podcast • #1 Podcast by Inside Design, HOW Design Live, and Springboard • 5-star rated across every iTunes Store worldwide This is more than a design podcast. It’s a wake-up call. A masterclass. A real-talk guide for finding your voice, owning your crazy, and changing the game. No BS. No buzzwords. Just real insights from someone who’s been there.
Latest Episodes
The most recent episodes — sign up to get AI-powered summaries of each one.
- Sep 11, 202627 min
Ep 152 Tough Topics: Your Brand Isn't the Logo. It's the Standard Behind It.
AI has made speed nearly free, and brands are taking full advantage — shipping faster, cutting corners, calling it efficiency. But speed was never what customers were buying. Trust was. And trust doesn't erode all at once — it erodes the first time nobody in the room says "this isn't good enough," and every time after that gets easier. Stephen breaks down how cutting corners in the name of speed is quietly costing brands the one thing they can't buy back — internal and external authority — an...
- Sep 3, 202623 min
Ep 151 Career: Believing in Yourself Is an Act of Will
Believing in yourself isn't a feeling. It's not a mood you wake up into some mornings and not others. It's an act of will which means it's going to get tested. Constantly, on purpose, by people and systems that have a reason to want you to stop. In this episode, Stephen breaks down the pattern almost every creative eventually runs into: your value gets minimized quietly — a comment in a meeting, a credit line that forgets your name, the word "just" dropped in front of everything you do. Not b...
- Aug 26, 202634 min
Creativity: What 10 years of making The Crazy One taught me
This is the ten-year episode — 149 episodes, July 1, 2016 to today. Not a highlight reel, but an honest look at what changed in this industry over a decade, what stayed exactly the same, and a thread that's run under almost everything Stephen has made without ever getting its own hour. Three layoffs. Two hiatuses. A father he lost in 2020 — and what he's come to understand about what this show has really been for him since. Stephen pulls that thread all the way through for the first time: wha...
- Aug 5, 202627 min
Ep 149 Career: You're Not Underpriced. You're Underconfident.
You don't have a pricing problem. You have a confidence problem, a business-literacy problem, and a habit of showing up as a pair of hands when you should be showing up with an opinion. A new report from Fast Company and AIGA surveyed 1,273 freelance designers and 150 hiring managers about rates, income, and AI — and the real story isn't in the numbers everyone's quoting. It's in the gap between what designers charge and what they believe they're worth, the gap between how designers feel abo...
- Jun 26, 202636 min
Ep 148 Creativity: 7 Years, 3 Buzzwords, 2 Studies, and 1 Constant Problem
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, wo...
- Jun 18, 202634 min
Leadership: Judgment, Taste, and the Five Things AI Still Can't Touch
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 d...
- May 21, 202626 min
Ep 146 AI: Premortems, Because A.I. Won't Wait for a Retrospective
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 survive the pace and scale of AI-assisted work. He walks through six questions every team needs to answer before any project where AI touc...
- May 14, 202617 min
Ep 145 Creativity: Stop Asking AI to Agree With You
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. I...
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About The Crazy One
The Crazy One is an award-winning podcast for creatives, leaders, and anyone who refuses to settle. Hosted by renowned designer and global design leader Stephen Gates, this show delivers unfiltered honesty, actionable insights, and hard-won wisdom to help you grow your creativity, lead with confidence, and build a meaningful career. With over two decades leading world-class design teams at companies like InVision, Citi, Starwood Hotels, WW, and McCann Erickson, Stephen has built brands and digital experiences for clients including Disney, American Airlines, W Hotels, Verizon, Acura, and more — work that’s earned over 150 international awards and has been featured by Apple in 10 keynotes, 4 commercials, and the Human Interface Guidelines. Now as the founder of CRZY, an independent strategy and design studio, he’s helping companies find bold new visions for their brands, experiences, and creative futures. Through The Crazy One, he shares everything he’s learned along the way — from integrating behavioral science with human-centered design to navigating imposter syndrome to building a career and creative life on your own terms. With over 100 episodes and a loyal global audience, The Crazy One has been named: • Webby Award Honoree for Best Technology Podcast • #1 Podcast by Inside Design, HOW Design Live, and Springboard • 5-star rated across every iTunes Store worldwide This is more than a design podcast. It’s a wake-up call. A masterclass. A real-talk guide for finding your voice, owning your crazy, and changing the game. No BS. No buzzwords. Just real insights from someone who’s been there.
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The Crazy One covers topics including Business, Arts, Design, Management, Careers. Our AI identifies the specific themes in each episode and highlights what matters most to you.
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