Design Better

Design Better

Design Better co-hosts Eli Woolery and Aarron Walter explore the intersection of design, technology, and the creative process through conversations with guests across many creative fields, helping you hone your craft, unlock your creativity, and learn the art of collaboration. Whether you’re design curious or a design pro, Design Better is guaranteed to inspire and inform. Vanity Fair calls Design Better, “sharp, to the point, and full of incredibly valuable information for anyone looking to better understand how to build a more innovative world.”

Episodes

January 21, 2026 20 mins
Every four years, the Olympic Games capture the world’s attention—not just through athletic achievement, but through a complete visual identity that must resonate across cultures, languages, and generations. It’s one of the most demanding design challenges in the world: creating a brand that honors Olympic heritage while reflecting the unique spirit of a host city and region. This is a preview of a premium episode on Design Better...
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We recorded this special live episode of Design Better at Sequoia Capital in Silicon Valley, with our Experts in Residence: Irene Au, Kevin Bethune, and James Buckhouse. Longtime listeners will recognize these names—Irene appeared on Episode 1 of Design Better, we explored Kevin’s remarkable journey from nuclear engineer to Air Jordan designer in episode 72, and we visited James at Sequoia Capital for a live AMA last year. Togethe...
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There was a time when a movie title sequence was just the moment you grabbed your popcorn and waited for the real show to start. But in the mid-90s and early 2000’s, that changed forever with films like Seven and shows like Mad Men and Stranger Things. The title sequence became a prologue—a metaphor for the film itself. This is a preview of a premium episode. To listen to the full interview, head over to our Substack:https://desig...
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As 2025 draws to a close, it’s time to pause and take stock of what’s been a transformational year in design. From Figma’s landmark IPO to the rise of AI across every category of product, to major brand evolutions at Nike, Netflix, and The New York Times—this year has been defined by what our guest today calls “mass acceleration.” Visit our Substack for bonus content and more: https://designbetterpodcast.com/p/mark-wilson Mark Wi...
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We’re taking a holiday break, so we’re rewinding to one of our favorite episodes this year with Cassie McDaniel, Medium’s head of design. We’re also including video from the episode, which you can watch here or on our YouTube channel at dbtr.co/youtube. We hope you have a lovely holiday season with your family, friends, and loved ones. —Eli & Aarron *** Cassie McDaniel, Medium’s head of design, is someone with a clear vision for...
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A larger than life figure in the creative world, Aaron Draplin has been designing everything from logos to posters since 1995. Few designers are as prolific as Aaron. He’s the founder of Draplin Design Co. (DDC). Priding himself on craftsmanship and quality, the DDC has made stuff for Field Notes, Esquire, Nike, Red Wing, Burton Snowboards, Ford, and he’s even designed a US stamp. Visit our Substack for bonus content and more: htt...
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Jessica Hische and Chris Shiflett first crossed paths at Studiomates, a Brooklyn based co-working space where some of New York’s most talented designers built businesses and influential organizations. Visit our Substack for bonus content and more: https://designbetterpodcast.com/p/jessica-hische-and-chris-shiflett Jessica, known for her lettering and illustration work with clients like Wes Anderson and The New York Times, and Chr...
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December 4, 2025 44 mins
It’s that time of year again—our favorite episode to put together. A moment to look back at the objects, experiences, and ideas that sparked creativity for us this year. From books that moved us to tools that surprised us to experiences we can’t stop recommending, we’ve gathered a set of gift ideas for the designers, makers, and curious people in your life (including you). We’re starting with budget-friendly picks and moving up fr...
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Changing the culture of a 400,000-person company isn’t just hard—it’s the kind of transformation most leaders wouldn’t even attempt. But when Phil Gilbert joined IBM as General Manager of Design in 2010, that’s exactly what he set out to do. And remarkably, he had a lot of success. Visit our Substack for bonus content and more: https://designbetterpodcast.com/p/phil-gilbert Phil led one of the most ambitious design transformation...
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We’ve talked to many design leaders who have burned out after a decade or more of corporate work. But after 17 years at Philips designing health innovations, Cecilia Brenner wasn’t burnt out…she loved it. And she wanted to find a way to scale her sense of purpose, so she joined Design for Good as Managing Director, and found a way to work with hundreds of designers who want meaningful impact without leaving their day jobs. This is...
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This is a preview of a premium episode. You can find a video version of the full episode on our YouTube channel: ⁠https://www.youtube.com/watch?v=3dvoGPZEY1g⁠ We’ve been on the road this week, recording some in-person episodes in Portland Oregon, with Ryan Coulter—co-founder of The James Brand, and the wonderfully hilarious graphic designer Aaron Draplin. We’re excited to bring you this episodes soon, and in the meantime we’re re...
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As educators, we’ve grown wary of the term “safe spaces,” especially when what many students really need is a space to engage with “dangerous” ideas. But true dialogue doesn’t begin with risk—it starts with trust. Our guest today, Ben Swire, wrote the book Safe Danger, which offers a thoughtful, practical approach to building the psychological safety that allows curiosity, connection, and even productive disagreement to flourish. ...
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Design is a problem solving discipline. We research user needs, explore solutions, make things, and ship them. But one important stakeholder is often missing from the conversation: the world we live in. What toll do the products we design impose upon the environment? Sustainability is an essential part of the discipline of design, but not understood by designers. If only we had a manual to get us up to speed. This is a preview of ...
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We’ve worked alongside people for years, only to realize that we know nothing about their personal life. And it probably affected our working relationship. Knowing your colleagues as humans reframes inevitable challenges at work. Had we known our colleagues better, would we have worked through disagreements better or found new ways to collaborate? Yeah, we sure would have. Alison Rand, who helped establish the discipline of design...
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In this issue of The Brief, we’re reflecting on what we learned about the past and future of design from our conversation with Paola Antonelli (The Museum of Modern Art), Mark Wilson (Fast Company), Kate Aronowitz (GV), Mike Davidson (Microsoft), and Meaghan Choi (Anthropic). Looking back at 30 years of design by Eli Woolery Roughly thirty years ago, I was an undergrad, sitting in our dorm’s computer cluster —this was before the...
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This is a preview of a premium Design Better episode. Visit our Substack to hear the whole interview, for bonus content, and more: ⁠https://designbetterpodcast.com/p/fitz-and-the-tantrums With the 150th official episode of Design Better, we’ve got something special for you. For many of us, if we haven’t had creative success by our 40’s, we feel like we may have missed the boat. But Michael “Fitz” Fitzpatrick of Fitz and the Tantr...
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Visit our Substack for bonus content and more:https://designbetterpodcast.com/p/bonus-episode-30-years-of-design Today we celebrate 30 years of Wert&Co.—the quiet champions of design who have shaped our field by placing the brightest designers in roles of influence at brands that impact culture, commerce, and community. Design Better is brought to you by Wix Studio, the most powerful web design platform for entrepreneurs, agencie...
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Visit our Substack for bonus content and more: https://designbetterpodcast.com/p/rewind-paola-antonelli Design Better has been on the road recently, recording a live episode in Manhattan for design search firm Wert & Co’s 30th anniversary. Guests for the episode included Paola Antonelli (senior curator in the Department of Architecture and Design at MoMA) Mike Davidson (VP of Design and User Research at Microsoft AI), Kate Aronowi...
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This is a preview of a premium episode on Design Better. To listen to the whole episode, head to our Substack: https://designbetterpodcast.com/p/keith-sawyer The key to creativity isn’t about having brilliant ideas in isolation, but about cultivating our ability to observe the world around us, and make the intuitive leaps that connect disparate ideas. Keith Sawyer, a creativity researcher who spent over a decade interviewing hund...
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Visit our Substack for bonus content and more: https://designbetterpodcast.com/p/jae-park As designers and creatives, many of us spent years of our career looking at blank canvases and attempting to find the best place to start solving the problems in front of us. Now that AI can churn out designs and imagery, not to mention writing, video, and even music in seconds, what are we losing from the friction that is being removed from ...
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