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The Crazy One — Arts
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.

Copyright: ℗ & © 2019 The Crazy One

Latest Episodes:

Ep 142 AI: The hidden cost of plausible, almost-right work Apr 14, 2026

Show notes

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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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

Ep 141 Design: A bigger strategy behind Apple’s Liquid Glass? Jun 17, 2025

Show notes

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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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

Ep 140 Keynote: 'Bet on Yourself" BeMore Festival 2025 May 06, 2025

Show notes

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.

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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

Ep 139 Career: The Hard Truth About Creativity’s Role in Business Today (and Yesterday) Apr 25, 2025

Show notes

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 will
The moment every designer faces that kills creative trust
Why AI isn’t the end of creativity—it’s a shift in where the value lives
What’s really behind career burnout, layoffs, and toxic work
The dangerous comfort of comfort—and why it’s time to get uncomfortable
Where bold creatives are finding better work, better clients, and more impact
How to reframe your mindset, career path, and energy for what’s next

This 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.

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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

Ep 138 Creativity: AI Isn’t the Enemy. Complacency Is. Apr 08, 2025

Show notes

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 side
What AI can do well, and where it still fails miserably
The real threat: companies and creatives who treat design as disposable
How to use AI as a tool without losing your original voice
Why comfort is the enemy of relevance in a rapidly changing industry

This isn’t a hype session or a panic spiral—it’s a push to engage, experiment, and show the industry why creativity still matters.

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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

Ep 137 Career: The Pros and Cons of Going Out on Your Own Apr 02, 2025

Show notes

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 Fan Mail

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

Ep 136 Career: Overcoming Fear and Insecurity: Why You Need a Plan, Not the Answers Jan 30, 2025

Show notes

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 part
How creatives can reframe life and leadership as design challenges
The trap of overpreparing and waiting for certainty
Why great leaders lead with a plan, not perfect answers
How a bias toward action builds real confidence
The difference between stupid and crazy (hint: one of them has a plan)

Stop waiting for permission. Start building your plan. Then take the leap.

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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

Ep 135 Career: The Hidden Problem of ‘Experience-ism’ in Creative Careers Jan 23, 2025

Show notes

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 it
The difference between a plan and an answer (and why that matters)
How to apply design thinking to your career and decisions
What a “bias towards action” really looks like in practice
Why confidence comes after the leap—not before it

This 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 Fan Mail

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

Ep 134 Career: Tough Love for Your Portfolio: Stand Out or Stay Stuck Nov 28, 2024

Show notes

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 it
The red flags that instantly kill your chances (sliders, typos, and broken links, anyone?)
How to structure your book like a story — not a slideshow
The myth of “they’ll connect the dots” and why it’s killing your chances
What it really means to treat your portfolio like a design problem
How to get better feedback — and why most people don’t
The hard truth: results take real work, not shortcuts

This is the feedback you wish you’d get — and the challenge to do something about it.

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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

Ep 133 Career: How to get laid off Nov 12, 2024

Show notes

Let’s be real — layoffs suck. Whether you saw it coming or it hit you out of nowhere, it’s personal, painful, and way too common in today’s industry. In this episode, Stephen breaks down everything he’s learned from being laid off three times — the red flags, the aftermath, and how to turn the pain into power. No BS, no sugarcoating — just real advice for surviving one of the toughest moments in your career.

This episode covers:

The early signs you might be on the chopping block
How to prep emotionally, professionally, and financially before it happens
What really goes down in a layoff meeting (and what to say)
The truth about severance, negotiation, and your rights
Why processing your anger is part of the process — and how to use it
Rebuilding your momentum with clarity and control
How honesty and vulnerability can open unexpected doors

Layoffs don’t define you — what you do next does. Show them who they let go.

Send us Fan Mail

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

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