by Eli Woolery

If there’s one thing we’ve learned from the multitude of people we’ve interviewed for Design Better, it’s that the most innovative creators of our time share an unlikely trait: they refuse to stay in their lane. While conventional wisdom pushes specialization, these polymaths build careers by following curiosity across fields—from nuclear engineering to footwear design, from video games to graphic novels.

In my own career, it took me many years to realize this, and in some ways my journey began the day after my son was born.

I remember that day as unseasonably hot. September 2015 on the Monterey Peninsula—the kind of clear, warm day that follows long stretches of coastal fog. After leaving the hospital where my wife Courtney was recovering with our newborn, I grabbed a quick (wife-sanctioned) surf. The clear horizon promised a month of record warmth ahead.

At home, I checked email before setting up my auto-responder for two weeks of paternity leave. Near the top of my inbox: a message from our startup's CEO. Not what I expected.

The gist: "We're sorry, but our co-founders had a fight, the company is splitting up, and we have to lay you off."

Panic. Losing my job right after our second child wasn't the plan, especially since we'd just moved to the Monterey Peninsula in an era before remote work was widespread.

I delivered the news to Courtney at the hospital along with her Starbucks coffee, and couldn’t find anything comforting to say. She ended up reassuring me—we were going to be OK.

And we were. It became a rare chance for me to spend real time with our newborn son, young daughter, and Courtney. Time to reflect on what came next. And I had a secret weapon—something I hadn't always considered a strength.

Continue reading this issue of The Brief on Substack at DesignBetter.com

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Some careers have clear through lines: pick a college major, get a job in that industry. Others take serendipitous turns. Christopher Lyons is the latter, but with some surprising twists.

Chris started his career as a music producer with Jermaine Dupri, founder of So So Def records in Atlanta, a role that honed his eye for recognizing talent and helping them reach their potential. Then, he joined renowned venture capital team Andresen Horowitz where he helped connect talent to business opportunities by creating the Cultural Leadership Fund. Eventually, he became a general partner at the firm.

We talk to Chris about why he thinks EQ is far more important than IQ in a successful career, how he connects creative thinkers to business opportunities, and the common threads he sees across all creative disciplines.

Bio

Christopher Lyons is a visionary leader and President of Web3 Media at a16z crypto. Since joining a16z in 2013 as chief of staff to Ben Horowitz, he has helped shape the firm’s strategic direction—most notably by launching the Cultural Leadership Fund (CLF) in 2018 and co-founding a16z’s $400M Seed Fund in 2021. The CLF broke ground as Silicon Valley’s first venture fund with an all-Black LP base, bridging cultural leaders from sports, music, and entertainment with the tech world while advancing opportunities for Black builders and creators.

Lyons began his career as a sound engineer, working with Grammy-winning producer Jermaine Dupri before founding PictureMenu, a mobile menu platform. He now serves on the boards of Yuga Labs, the James Beard Foundation, the Black Economic Alliance, and New Story Charity. A Kauffman Fellow and founder of Lyons Wine, he brings a spirit of craftsmanship and mentorship to everything he does, including his continued involvement with Kappa Alpha Psi Fraternity, Inc.

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This is a premium episode on Design Better. We release two premium episodes per month, along with two free episodes for everyone. Premium subscribers also get access to the documentary Design Disruptors and our growing library of books. You’ll also get access to our monthly AMAs with former guests, ad-free episodes, discounts and early access to workshops, and our monthly newsletter The Brief that compiles salient insights, quotes, readings, and creative processes uncovered in the show.

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We are living through a Cambrian explosion of new tools, powered by generative AI. It can be tough to wade through the sea of options in front of us, and find platforms that actually help us in our workflow instead of being a distraction.

That’s why it was so refreshing to discover the tool Capsule a little over a year ago. We use it to create motion graphics and short videos for Design Better, and the experience is a thousand times easier and more rewarding that using arcane tools like After Effects.

Today we’re chatting with Champ Bennett, CEO and co-founder of Capsule. We talk with him about his entrepreneurial journey, what motion design systems are and how they fit into more general design systems, and how motion design fits into branding.

This is a sponsored bonus episode that we’re excited to share, as Capsule is a tool that we love. They believe that video storytelling should be easy and scalable, and if your team is hoping to create more video their platform is the place to go.

If you’re interested in open design roles or in building a motion design system for your enterprise team, you can learn more at capsule.video

Bio

Champ Bennett is the co-founder and CEO of Capsule—an AI-powered video editing tool that helps enterprise content and marketing teams create more videos while staying on brand.

His background is as a software engineer, designer and musician. After running a product agency for 4 years, Champ pursued a decade-long journey as a 3x startup founder focused on creative technology.

Fascinated by creative tools since he was a child, Champ believes there’s never been a better time to be building creative tools than now. Through Capsule, he is showing the world how AI can be practically applied to augment human ability rather than replace it — solving real world challenges in creative workflows. Capsule raised $7.75M after a product demo went viral on Twitter, recently raised a $12M Series A round, and is working with some of the world’s leading B2B brands to help democratize video creation in their organizations.

This is a preview of a premium episode. Visit our Substack to get access to the full episode: https://designbetterpodcast.com/p/cassie-mcdaniel

Cassie McDaniel, Medium’s head of design, is someone with a clear vision for how a design team should work. She believes team members should have a breadth of skills, craft should be the foundation of product design, and experimentation is important in both work and workflow.

To that end, Cassie and the leadership team at Medium recently made what some might see as a controversial decision: They eliminated product management. The result? They are moving faster than ever.

We chat with Cassie about what led to this decision—and why it might not work for all teams, how she thinks about balancing Medium’s legacy of thoughtful design while moving the product forward, and how writing can help you advance your design career.

Bio

Cassie McDaniel brings nearly 20 years of design leadership across agencies, her own studio, nonprofits, and high-growth startups. Currently the Head of Design at Medium, in her previous role as Product Design Director at Lattice, she led Insights & Analytics and Engagement, partnering with cross-functional teams to deliver humane, impactful digital experiences that drive business results.

Cassie excels at building and mentoring teams, championing customer-centric culture, and solving complex problems at scale. She combines curiosity, empathy, and kindness with a relentless focus on execution—especially on mission-driven initiatives in creativity, environmental advocacy, and ethical product design.

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This is a premium episode on Design Better. We release two premium episodes per month, along with two free episodes for everyone. Premium subscribers also get access to the documentary Design Disruptors and our growing library of books, as well as our monthly AMAs with former guests, ad-free episodes, discounts and early access to workshops, and our monthly newsletter The Brief that compiles salient insights, quotes, readings, and creative processes uncovered in the show.

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Visiting the links below is one of the best ways to support our show:

Masterclass: MasterClass is the only streaming platform where you can learn and grow with over 200+ of the world's best. People like Steph Curry, Paul Krugman, Malcolm Gladwell, Dianne Von Furstenberg, Margaret Atwood, Lavar Burton and so many more inspiring thinkers share their wisdom in a format that is easy to follow and can be streamed anywhere on a smartphone, computer, smart TV, or even in audio mode. MasterClass always has great offers during the holidays, sometimes up to as much as 50% off. Head over to http://masterclass.com/designbetter for the current offer.

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BioPremium Episodes on Design Better

Find bonus content and more on our Substack: https://designbetterpodcast.com/p/the-roundup-ai-creative-workflow

Rarely do we get the chance to pause and reflect on the conversations we’ve been having—and to spot the red threads that run through them. But that’s exactly what we’re doing today.

We’re trying out a new format—we’re calling it The Roundup. Think of it as a prototype. We’d love your feedback.

In this episode, we’re revisiting past conversations through the lens of AI. It’s a fun new way to explore themes that have come up across episodes, highlight insights from our guests, and help you synthesize ideas you can apply in your own work.

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This ad-supported episode is available to everyone. If you’d like to hear it ad-free, upgrade to our premium subscription, where you’ll get an additional 2 ad-free episodes per month (4 total). Premium subscribers also get access to the documentary Design Disruptors and our growing library of books, as well as our monthly AMAs with former guests, ad-free episodes, discounts and early access to workshops, and our monthly newsletter The Brief that compiles salient insights, quotes, readings, and creative processes uncovered in the show.

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What you'll learn in this episode:

Changing Roles & Workflows

Scott Belsky (Adobe’ Chief Strategy Officer) discusses "boundaryless workflows" where AI collapses the steps between ideation and execution

The concept of "collapsed talent stacks" where individuals can now perform multiple functions that previously required separate specialists

Evolution of Design Jobs

Jenny Blackburn (design team lead for Google Gemini) shares how her team is "inventing the next version of UX jobs" as boundaries blur between roles

New UX jobs are emerging around defining great AI responses from a user perspective

AI as Creative Partner

Marcus Bell (music producer for artists like Snoop Dogg) explains how AI has transformed music production, enabling him to do what once required five people

Bell predicts AI will enable "hyper-personalization" of music based on individual needs and preferences

...and more!

This interview was recorded live on May 1st for UserTesting’s ThiS Connect City Tour. Interested in joining us for our next live show? We’re joining an incredible lineup at #THiSConnect in NYC (including former Design Better guest Seth Godin), where we’ll talk about customer experience, innovation, and the real impact of AI.

📍 Catch us in New York on May 29th.

Let’s connect, share ideas, and shape what’s next!

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Amy Lokey has led design and product teams at LinkedIn, Google, and ServiceNow, where she is currently the Chief Experience Officer.

At ServiceNow, Amy’s team is helping shape how AI transforms our work—creating smart systems that can predict what we need, adapt on the fly, and make it easier to work with complex systems and connect with colleagues.

We’re excited to talk with her about how her team approaches designing for enterprise-level AI applications, including specific applications for agents—and how they can help you in your day-to-day work.

Amy joins us today for a special live episode recorded on stage in San Francisco, California, at the UserTesting THiS Connect City Tour.

Learn more about UserTesting

Bio

Amy Lokey leads Product and Customer Experience at ServiceNow, overseeing design, research, content, and more across the platform and products, with a mission to create experiences people love. She’s focused on shaping intelligent, AI-driven interfaces that adapt to how people want to work. Previously, she led UX for G Suite at Google and for LinkedIn’s consumer and enterprise products. With a background in large-scale digital design, her strengths lie in user-centered strategy and organizational leadership.

Hi everyone!

We recently surveyed our audience and learned that many of you would like to see more video. So, we’re kicking off a new run of video episodes, beginning with our interview featuring John Cleese—actor, writer, comedian, and author of Creativity: A Short and Cheerful Guide.

You can watch the interview on our Substack, or on Youtube. Enjoy!

Original intro

The Ministry of Silly Walks. The Cheese Shop. French Taunting. If you haven’t seen any of these Monty Python sketches before, do us a favor and go watch one or two of them. You’ll discover—or re-discover—why our guest for this episode is a creative comic legend. 

John Cleese starred in and co-wrote the award-winning series Fawlty Towers, was nominated for an Academy Award for the screenplay of A Fish Called Wanda, and even has a species of lemur named after him (Cleese’s wooly lemur, Avahi cleesei). He’s also an expert on the creative process, and so if you’re looking for a new framework to level-up your own workflow, his book Creativity: A Short and Cheerful Guide is a great resource.

We talk with John about his new book, and also about creative collaboration in the midst of friction, how to be comfortable with ambiguity, and creating boundaries of space and time to get in a creative mode. We also get to ask him a question that’s been bugging us ever since we first watched Monty Python and The Holy Grail.

These days, we can all use a little more laughter in our lives. We hope our interview with John sparks some joy, and leaves you with some new creative tools. Thanks for listening.

Bio

John Cleese is an English actor, comedian, writer, and film producer. He achieved success at the Edinburgh Festival Fringe and as a scriptwriter and performer on The Frost Report. In the late 1960s, he co-founded Monty Python, the comedy troupe responsible for the sketch show Monty Python's Flying Circus and the four Monty Python films, And Now for Something Completely Different, Monty Python and the Holy Grail, Life of Brian, and The Meaning of Life.

In the mid-1970s, Cleese and his first wife, Connie Booth, co-wrote and starred in the British sitcom Fawlty Towers. Later, he co-starred with Kevin Kline, Jamie Lee Curtis, and former Python colleague Michael Palin in A Fish Called Wanda and Fierce Creatures. He also starred in Clockwise, and has appeared in many other films, including two James Bond films, two Harry Potter films, and the last three Shrek films. He is also the author of Creativity: A Short and Cheerful Guide.

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This ad-supported episode is available to everyone. If you’d like to hear it ad-free, upgrade to our premium subscription, where you’ll get an additional 2 ad-free episodes per month (4 total). Premium subscribers also get access to the documentary Design Disruptors and our growing library of books, as well as our monthly AMAs with former guests, ad-free episodes, discounts and early access to workshops, and our monthly newsletter The Brief that compiles salient insights, quotes, readings, and creative processes uncovered in the show.

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A special sponsored episode of the Design Better Podcast

It’s a tough job market out there right now for designers and other creative technologists. Many of us are wondering if there are other ways we might be able to use our skills, and some of us are considering an entrepreneurial path.

Our guest today has done just that. Marco Suarez has had an impressive career in design, but took an interesting turn into entrepreneurship. Marco started his career as a graphic designer, became an art director at Mailchimp (where I had the pleasure of working with him), was product designer at Etsy, and the design systems lead at InVision, where we both worked with him.

But in addition to design, Marco had another passion: coffee. In 2015 he started Methodical Coffee, in Greenville South Carolina. In 2019 Marco left his full time role in tech to focus on the business, and now Methodical has 3 cafes in Greenville, and ships coffee across the United States. We also partner with Methodical on our own Design Better Coffee (and as you’ll learn in this episode, we have a brand-new Design Better Tea).

We speak with Marco about the story of his transition from design to coffee entrepreneurship, how it felt to leave the world of tech, and how he applied his design skills to starting a business.

Marco Suarez is the co-founder and CEO of Methodical Coffee, a specialty coffee company based in Greenville, South Carolina. With a background in digital product design, Marco transitioned from a successful career in tech to building something tangible—spaces where people could gather and connect over great coffee. What began as a shared vision among friends evolved into a thriving business, with three cafes, a roasting operation, and a new headquarters dedicated to innovation and community.

Over the past decade, Marco has navigated the complex challenges of scaling a capital- and labor-intensive business, from hiring and HR hurdles to financial strategy. Drawing from 20 years of experience as a designer, he brings a rare blend of creative vision and business acumen to the role of founder. Passionate about creating exceptional customer experiences and sustainable business models, Marco continues to advocate for the powerful intersection of design and entrepreneurship.

Learn more about Methodical Coffee

Visit our Substack for bonus content and more: https://designbetterpodcast.com/p/susan-magsamen-and-ivy-ross

In school, art is often positioned in curricula as an enrichment subject, not a core skill like math or language arts. But those of us who pursue the arts instinctually recognize that there is something in creative expression that is foundational to the human experience.

Susan Magsamen, executive director of the International Arts + Mind Lab at the Johns Hopkins School of Medicine, has spent years studying the effect art has on our mind and body. Her research is surfacing profound health and longevity benefits created through poetry, music, painting, and other arts. Susan recently collaborated with Ivy Ross, Chief Design Officer for Consumer Devices at Google, to co-author a fascinating book called Your Brain on Art: How the Arts Transform Us.

We speak with Susan and Ivy about how they found their way into collaborating on the book, why we are “wired for art,” how practicing art can actually extend your lifespan significantly, and how they bring the ideas in their book into their work to reduce stress and help teams perform at their peak.

Ivy Ross

Ivy Ross is the Vice President of Hardware Design at Google, where she led the creation of the award-winning design language for Google’s hardware products. With a background spanning executive roles at Calvin Klein, Swatch, Coach, Mattel, and Gap, Ivy blends design, science, and psychology to drive innovation. Her work has earned over 240 design awards, and she has been recognized by Fast Company, Business Insider, and Surface magazine as a creative leader. A former jewelry designer with works in major museum collections, she is also a sought-after speaker and contributor to books on creativity, leadership, and design.

Susan Magsamen

Susan Magsamen is the founder and executive director of the International Arts + Mind Lab at Johns Hopkins University School of Medicine and co-director of the NeuroArts Blueprint with the Aspen Institute. With over four decades of work at the intersection of the arts and neuroscience, she has developed tools and programs to support health, learning, and social equity through aesthetic experiences. A published author and entrepreneur, Susan also founded Curiosityville and Curiosity Kits, and has advised numerous organizations across public health, education, and the arts.

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This ad-supported episode is available to everyone. If you’d like to hear it ad-free, upgrade to our premium subscription, where you’ll get an additional 2 ad-free episodes per month (4 total). Premium subscribers also get access to the documentary Design Disruptors and our growing library of books, as well as our monthly AMAs with former guests, ad-free episodes, discounts and early access to workshops, and our monthly newsletter The Brief that compiles salient insights, quotes, readings, and creative processes uncovered in the show.

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Visit our Substack for bonus content: https://designbetterpodcast.com/p/rewind-ok-go

Aarron and Eli are traveling with their families for Spring Break, so we’re bringing back one of our favorite episodes from 2023 with the band OK Go.

In the time since we recorded the interview, they’ve come out with a new album, and with several new music videos, including for the track Love, shot with no cuts…just “mirrors, robotics, and a whole lot of planning.” Enjoy!

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Not many bands hire Russian pilots to film a Zero-G video on their cosmonaut training plane, known as the “vomit comet”. But those are the kinds of extremes that OK Go will go to in the pursuit of creativity.

Tim Nordwind and Damian Kulash, the band’s founders, met at camp as pre-teens in search of a fellow creative nerd, and founded the band in 1998. Over the past 25 years, they’ve created 3 Grammy-nominated music videos, and won Best Music Video for Here It Goes Again.

From the perfectly timed explosions filmed in slow-motion for their song The One Moment, to the immensely elaborate Rube Goldberg contraption they created for This Too Shall Pass, OK Go is almost like a performance-art troupe that just happens to be a fantastic rock band.

In this episode on the creative process, we talk to Tim and Damian about how they come up with ideas, the macro and micro elements of their creativity, and achieving the impossible.

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This ad-supported episode is available to everyone. If you’d like to hear it ad-free, upgrade to our premium subscription, where you’ll get an additional 2 ad-free episodes per month (4 total). Premium subscribers also get access to the documentary Design Disruptors and our growing library of books, as well as our monthly AMAs with former guests, ad-free episodes, discounts and early access to workshops, and our monthly newsletter The Brief that compiles salient insights, quotes, readings, and creative processes uncovered in the show.

Upgrade to paid