The Crazy One

Stephen Gates
  • 4.9 (415)
  • DESIGN
  • UPDATED BIWEEKLY

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.

  1. JUN 18

    Ep 141 Design: A bigger strategy behind Apple’s Liquid Glass?

    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 designThe real story behind Liquid Glass (and why most people missed it)How systems thinking reveals the future of AI integrationWhat creative leaders can learn from Apple’s long gameThis one might age like milk — or prove prophetic. Either way, it’s a must-listen. Send us a text SHOW NOTES AND MORE: https://thecrazy1.com/ WATCH MORE CONTENT ON YOUTUBE: https://www.youtube.com/@StephenGates WORK WITH CRZY: http://crzydesign.com/ FOLLOW THE CRAZY ONE: LinkedIn, Instagram, Facebook

    14 min

  2. MAY 7

    Ep 140 Keynote: 'Bet on Yourself" BeMore Festival 2025

    In this episode of The Crazy One, Stephen Gates shares the lessons learned from his journey of leaving corporate America to start his own agency. With over 20 years of experience across industries, Stephen dives deep into the tough decisions that led him to bet on himself. He talks about embracing the fear of failure, navigating imposter syndrome, and overcoming the challenges of creative work in a corporate culture that doesn’t always value it. Whether you’re considering going out on your own, struggling with self-doubt, or just looking for a way to reconnect with your creative passions, Stephen’s story offers valuable insights and actionable advice to help you take the next step in your career. Tune in for a candid conversation about the challenges and rewards of betting on yourself and turning your passion into your profession. Send us a text SHOW NOTES AND MORE: https://thecrazy1.com/ WATCH MORE CONTENT ON YOUTUBE: https://www.youtube.com/@StephenGates WORK WITH CRZY: http://crzydesign.com/ FOLLOW THE CRAZY ONE: LinkedIn, Instagram, Facebook

    57 min

  3. APR 26

    Ep 139 Career: The Hard Truth About Creativity’s Role in Business Today (and Yesterday)

    This one’s part wake-up call, part battle cry. After too many sleepless nights and too many same-old conversations, Stephen Gates climbs up on the soapbox to call out the hard truth: if you’re shocked by the state of the design industry right now, you haven’t been paying attention. From AI disruption to undervalued creativity to toxic corporate cultures, this episode breaks down the brutal reality creatives are living in—and why we need to stop hoping for change and start building it ourselves. Stephen shares personal stories, historical receipts, and one hell of a perspective shift to challenge the narrative, reset expectations, and reframe what creative success looks like in 2025 and beyond. In this episode, you’ll learn: Why most companies never really valued design—and probably never willThe moment every designer faces that kills creative trustWhy AI isn’t the end of creativity—it’s a shift in where the value livesWhat’s really behind career burnout, layoffs, and toxic workThe dangerous comfort of comfort—and why it’s time to get uncomfortableWhere bold creatives are finding better work, better clients, and more impactHow to reframe your mindset, career path, and energy for what’s nextThis is not a pity party. It’s a gut check. A rally cry. A reminder that we’ve always had the power—we just have to stop pretending we don’t. Send us a text SHOW NOTES AND MORE: https://thecrazy1.com/ WATCH MORE CONTENT ON YOUTUBE: https://www.youtube.com/@StephenGates WORK WITH CRZY: http://crzydesign.com/ FOLLOW THE CRAZY ONE: LinkedIn, Instagram, Facebook

    17 min

  4. APR 9

    Ep 138 Creativity: AI Isn’t the Enemy. Complacency Is.

    The AI hype train is moving fast—and it’s already crashing into our creative industry. In this episode, Stephen finally wades into the AI conversation, not to break down tools or workflows (you’ll find that on his YouTube), but to unpack the bigger picture. What’s really at stake for creatives? How do we separate innovation from imitation? And what do we do in a world where originality is being overshadowed by copy-paste culture? Stephen draws on decades of watching tech waves come and go—desktop publishing, digital design, NFTs—and argues why AI is different, but our response doesn’t have to be passive. This is a call to action for real creativity, deeper thinking, and sharper storytelling. In this episode, you’ll learn: Why we’re entering an era of creatives vs. copycats—and how to make sure you’re on the right sideWhat AI can do well, and where it still fails miserablyThe real threat: companies and creatives who treat design as disposableHow to use AI as a tool without losing your original voiceWhy comfort is the enemy of relevance in a rapidly changing industryThis isn’t a hype session or a panic spiral—it’s a push to engage, experiment, and show the industry why creativity still matters. Send us a text SHOW NOTES AND MORE: https://thecrazy1.com/ WATCH MORE CONTENT ON YOUTUBE: https://www.youtube.com/@StephenGates WORK WITH CRZY: http://crzydesign.com/ FOLLOW THE CRAZY ONE: LinkedIn, Instagram, Facebook

    19 min

  5. APR 3

    Ep 137 Career: The Pros and Cons of Going Out on Your Own

    After decades inside the system—agencies, in-house, and everything in between—Stephen Gates made the leap. No roadmap. No safety net. Just a decision to bet on himself. Three years later, he’s pulling back the curtain on the truth behind the leap: the real risks, the unexpected wins, and the power in finally doing work that feels like yours. This episode isn’t a glorified founder story. It’s a raw, honest reflection on what happens when you walk away from the broken systems and build something with your own two hands. From burnout and layoffs to reclaiming creativity and control, Stephen breaks down the mindset shifts and hard-earned lessons that have shaped his journey—and why this moment might be your moment too. You’ll learn: • Why chasing validation in job interviews is a losing game • How Stephen reframed fear into freedom (and how you can too) • The unsexy business truths no one tells you about freelancing • Why knowing what you actually want is everything • The emotional weight of owning your failures—and your wins • How to recognize when it’s time to stop surviving and start building This is not about overnight success. It’s about reclaiming your voice, your value, and your vision. Bet on yourself—just make sure you’re ready to do the work. Send us a text SHOW NOTES AND MORE: https://thecrazy1.com/ WATCH MORE CONTENT ON YOUTUBE: https://www.youtube.com/@StephenGates WORK WITH CRZY: http://crzydesign.com/ FOLLOW THE CRAZY ONE: LinkedIn, Instagram, Facebook

    24 min

  6. JAN 31

    Ep 136 Career: Overcoming Fear and Insecurity: Why You Need a Plan, Not the Answers

    You’re stuck. Spinning in circles. Overthinking every move. Sound familiar? In this episode, Stephen breaks down the single most powerful piece of advice he gives to creatives, leaders, and anyone facing a moment of uncertainty: you don’t need the answer—you need a plan. When the road ahead feels overwhelming, this mindset shift can change everything. It’s not about having it all figured out. It’s about starting. This one’s for anyone who’s paralyzed by “what if” and needs a push to take the first step. Stephen unpacks: Why the beginning is always the hardest partHow creatives can reframe life and leadership as design challengesThe trap of overpreparing and waiting for certaintyWhy great leaders lead with a plan, not perfect answersHow a bias toward action builds real confidenceThe difference between stupid and crazy (hint: one of them has a plan)Stop waiting for permission. Start building your plan. Then take the leap. Send us a text SHOW NOTES AND MORE: https://thecrazy1.com/ WATCH MORE CONTENT ON YOUTUBE: https://www.youtube.com/@StephenGates WORK WITH CRZY: http://crzydesign.com/ FOLLOW THE CRAZY ONE: LinkedIn, Instagram, Facebook

    11 min

  7. JAN 24

    Ep 135 Career: The Hidden Problem of ‘Experience-ism’ in Creative Careers

    When the stakes are high—new job, big idea, career leap—most of us freeze. We stall, waiting for the “right” moment, the perfect answer, the foolproof plan. But in this episode, Stephen shares the raw truth behind what holds us back—and the simple mindset shift that sets real leaders apart. It’s the advice he gives in almost every mentoring session. The one thing that changes everything. Because leadership isn’t about knowing it all. It’s about starting before you do. In this episode, you’ll learn: Why most people get stuck at the starting line—and how to break through itThe difference between a plan and an answer (and why that matters)How to apply design thinking to your career and decisionsWhat a “bias towards action” really looks like in practiceWhy confidence comes after the leap—not before itThis one’s for anyone standing at the edge, waiting for certainty. Spoiler: it’s not coming. But you are more ready than you think. Send us a text SHOW NOTES AND MORE: https://thecrazy1.com/ WATCH MORE CONTENT ON YOUTUBE: https://www.youtube.com/@StephenGates WORK WITH CRZY: http://crzydesign.com/ FOLLOW THE CRAZY ONE: LinkedIn, Instagram, Facebook

    10 min

  8. 11/29/2024

    Ep 134 Career: Tough Love for Your Portfolio: Stand Out or Stay Stuck

    Most portfolios don’t get rejected for lack of talent. They get rejected because they’re saying the wrong things — or nothing at all. In this episode, Stephen pulls back the curtain on how hiring managers actually review portfolios, what they’re looking for, and why most creatives are missing the mark. Whether you’re in the middle of a job search, feeling stuck in a bad gig, or just want your work to tell a better story, this episode is your wake-up call — and your roadmap. You’ll learn: Why your portfolio is a crystal ball for hiring managers — and how they read itThe red flags that instantly kill your chances (sliders, typos, and broken links, anyone?)How to structure your book like a story — not a slideshowThe myth of “they’ll connect the dots” and why it’s killing your chancesWhat it really means to treat your portfolio like a design problemHow to get better feedback — and why most people don’tThe hard truth: results take real work, not shortcutsThis is the feedback you wish you’d get — and the challenge to do something about it. Send us a text SHOW NOTES AND MORE: https://thecrazy1.com/ WATCH MORE CONTENT ON YOUTUBE: https://www.youtube.com/@StephenGates WORK WITH CRZY: http://crzydesign.com/ FOLLOW THE CRAZY ONE: LinkedIn, Instagram, Facebook

    35 min
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4.9
out of 5
415 Ratings

About

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.

Information

  • Creator
    Stephen Gates
  • Years Active
    2016 - 2025
  • Episodes
    147
  • Rating
    Clean
  • Copyright
    © 2025 @2015 SDGates Creative
  • Show Website
    The Crazy One