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PODCAST

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

arts design

All Episodes

14:12

Ep 141 Design: A bigger strategy behind Apple’s...

The Crazy One ·

2025/06/18

In this episode of The Crazy One, Stephen Gates delves into Apple’s latest design overhaul: Liquid Glass. Unveiled at WWDC 2025, Liquid Glass marks Apple’s most significant UI transformation since iOS 7, introducing a translucent, dynamic interface across all devices. Stephen explores the strategic motivations behind this shift, the challenges it poses for accessibility, and its implications for designers and developers. Drawing parallels to past design philosophies and considering the broade...

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57:05

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

The Crazy One ·

2025/05/07

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,

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17:22

Ep 139 Career: The Hard Truth About Creativity’s Role...

The Crazy One ·

2025/04/26

In this fired-up episode of The Crazy One, Stephen Gates dives into the reality of the design industry today—where companies often fail to truly value creativity, even though it’s been proven to drive success. Drawing from his own experiences, Stephen reflects on the frustrations designers face as they see AI and platforms like Canva change the landscape. He challenges designers to stop being surprised by the lack of design appreciation in businesses and instead embrace this moment of disruption

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19:26

Ep 138 Creativity: The Era of Creatives and Copycats:...

The Crazy One ·

2025/04/09

In this episode of The Crazy One, Stephen Gates dives into the impact of AI on the creative industry. With AI tools making waves in design, writing, and coding, Stephen shares his perspective on how these technologies are changing the game—and why creatives should embrace them rather than fear them. Discussing the differences between real creativity and mere replication, he highlights the role of AI in making high-quality work accessible to everyone and the rise of copycat designs. Stephen offers

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23:31

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

The Crazy One ·

2025/04/03

In this episode of The Crazy One, Stephen Gates shares the raw and honest story of his journey from working in agencies to building his own creative business. After being laid off for the third time, Stephen had to face the uncertainty of the future and decide whether to continue down the traditional career path or bet on himself. Through the highs and lows of freelancing, the challenges of entrepreneurship, and the lessons he learned along the way, Stephen talks about what it truly means to take

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11:03

Ep 136 Career: Overcoming Fear and Insecurity: Why...

The Crazy One ·

2025/01/31

In this episode of The Crazy One, Stephen Gates shares his most valuable piece of advice for creative leaders: “You don’t need all the answers, you just need a plan.” Drawing from years of experience, Stephen discusses the common struggles people face when embarking on new challenges or career transitions and how to push through the uncertainty. He explains why creatives often get stuck in the cycle of overthinking, and how shifting your perspective to embrace a plan over perfection can help ...

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10:23

Ep 135 Career: The Hidden Problem of ‘Experience-ism’...

The Crazy One ·

2025/01/24

In The Crazy One Episode 135, Stephen Gates dives deep into a pressing topic in the creative industry today: “experience-ism.” As companies face economic downturns and shifting priorities, experience that once stood as an asset now feels like a liability. In this episode, Stephen reflects on the frustrations of senior creatives navigating the job market, where seasoned professionals find themselves sidelined for being “too experienced” or “too opinionated.” He explores how companies are shifting

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34:52

Episode 134 Career: Tough Love for Your Portfolio:...

The Crazy One ·

2024/11/29

In episode 134 of The Crazy One, Stephen Gates dives into one of the most pressing challenges creatives face: navigating the job search. With many creatives either seeking new positions due to layoffs or dissatisfaction in their current roles, Stephen offers valuable insights on how to approach your portfolio, improve your job search strategy, and stand out in a competitive market. Drawing from his own experience and working as a hiring manager, he explains common portfolio mistakes, how to b...

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18:10

Episode 133 Career: How to get laid off

The Crazy One ·

2024/11/13

In this episode of The Crazy One, host Stephen Gates dives into a topic that’s all too familiar for many: getting laid off. With his personal experience of being laid off three times throughout his career, Stephen offers practical advice for those facing the uncertainty of potential job loss. He covers how to prepare for a layoff before it happens, the emotional rollercoaster of being let go, and the essential steps to take during and after the process. From understanding your severance package to

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15:23

Ep 132 Career: How to navigate the 2024 job market

The Crazy One ·

2024/11/07

In this thought-provoking episode of The Crazy One, host Stephen Gates dives deep into the state of the creative industry in 2024. As the industry grapples with unprecedented layoffs and shifting dynamics, Stephen shares invaluable insights into the underlying factors driving these changes. He explores how economic pressures, evolving technologies, and changing consumer behaviors are reshaping the landscape for creative professionals. Listeners will gain practical strategies for navigating th...

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14:37

Ep 131 Career: What's stopping you from going out on...

The Crazy One ·

2024/11/04

In episode 131 of The Crazy One podcast, Stephen Gates dives into one of the most common questions he encounters: “Should I start my own thing?” Drawing from his journey of leaving New York, starting his agency, and mentoring creatives, he explores the deeper challenges behind building a personal brand and finding fulfillment in a career. This episode challenges listeners to reflect on what truly makes them happy, what they want from their work, and how to break free from industry norms. Tune...

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9:16

Ep 130: Ending the hiatus. Is this thing still on?

The Crazy One ·

2024/11/04

In this long-awaited return to The Crazy One podcast, host Stephen Gates shares an honest and introspective look at his journey over the past year, from leaving New York and launching his own studio to grappling with burnout and rediscovering his passion. In this episode titled “Is This Thing Still On?”, he opens up about the emotional rollercoaster of going independent, confronting career disappointments, and evolving his relationship with the podcast. With a renewed focus on authenticity an...

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56:26

Ep 129 Keynote: BeMore Festival 2023 - How to build a...

The Crazy One ·

2023/10/02

My keynote about how to build a breakthrough career from the 2023 BeMore festival which is an annual epic 24-hour super conference bringing 100+ legendary speakers in Design, AI, Product & Career Growth. Elevate your future with live keynotes, networking and an experience that will empower and educate the community. SHOW NOTES:http://thecrazy1.com/episode129 FOLLOW THE CRAZY ONE:Twitter, Instagram, LinkedIn, Facebook

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47:24

Ep 128 Career: How to start your studio or freelance...

The Crazy One ·

2023/09/25

The last few months have seen more layoffs, more uncertain futures, and creative frustration, which has many people wondering if they should go out on their own. It could be as a freelancer, consultant, or starting their own business. But there are so many questions, uncertainty, and few answers. In this episode, we are going to look at the foundational questions you need to ask yourself about the type of business you want to start, the questions you need to ask to figure out the type of business

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45:35

Ep 127 Career: How to navigate and succeed in the era...

The Crazy One ·

2022/11/07

We are in a time when most people have realized that they have to take on a lot more to have a successful career. But it can be tough to navigate and know what you need to do to be successful. In this episode, we will look at what has caused this new era of defensive employment, what it will mean for you and your leadership style, and what you need to do to succeed.SHOW NOTES:http://thecrazy1.com/episode127 FOLLOW THE CRAZY ONE:Twitter, Instagram, LinkedIn, Facebook

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49:39

Ep 126 Career: Understanding the 2022 job market, a...

The Crazy One ·

2022/10/17

The job market continues to evolve from a war for talent where people were getting multiple offers to rampant layoffs and tons of frustration. I think all of this will add up to a big change, and it is something I haven't seen in a while. It will create both opportunities and challenges for all of us. In this episode, we will talk about what is going on in the creative industry in 2022 that is driving so much change in companies and the job market, the big shift that I think is coming in the

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36:57

Ep 125 Value of Design P3: Showing the value and...

The Crazy One ·

2022/09/19

The third in a 3 part series where we will look at the steps you can take to help your team and company understand the value of design. In this episode, we will look at how to show the value of design through design reviews, set a different tone through feedback guidelines, and measure the impact through metrics and case studies.SHOW NOTES:http://thecrazy1.com/episode125 FOLLOW THE CRAZY ONE:Twitter, Instagram, LinkedIn, Facebook

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35:18

Ep 124 Value of Design P2: Creating demand for design

The Crazy One ·

2022/09/12

The second in a 3 part series where we will look at the steps you can take to help your team and company understand the value of design. In this episode, we will look at creating the demand for design by creating an effective plan and using three critical methodologies and approaches to help move your team to a more valued contributor to your company.SHOW NOTES:http://thecrazy1.com/episode124 FOLLOW THE CRAZY ONE:Twitter, Instagram, LinkedIn, Facebook

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35:15

Ep 123 Value of Design P1: Understanding the power...

The Crazy One ·

2022/08/08

The first of a 3 part series where we will look at the steps you can take to help your team and company understand the value of design. In this episode, we will talk about how people can see design as a claim of ownership instead of a process, how we separate creativity from execution as the basis of knowing how to show the value of design, and how to start to create the data you will need to begin to change things.SHOW NOTES:http://thecrazy1.com/episode123 FOLLOW THE CRAZY ONE:Twitter, Instagram,

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40:57

Ep 122 Career: How to decide if you should quit your...

The Crazy One ·

2022/07/18

While trying to get promoted or deciding if you should quit your job are at very different stages in your career journey, they share the need for clarity, action, and a way to understand the way forward. They also share that you might be the problem, and you have a blindspot to that fact. In this episode, we will go over a simple process you can use to think through how to approach this problem, lay out the issues you will need to think about, and lay out how to have the conversation that will get

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