The Curiosity Department
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.”
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The Curiosity Department
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1. Jul 2026
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Design Better Experts in Residence: Roundtable at Sequoia Capital 14.01.2026 59:30
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...
Mikon van Gastel: Co-Founder of Sibling Rivalry on why presentation skills matter more than design skills 06.01.2026 24:48
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...
Mark Wilson: Fast Company's Global Design Editor on design's defining moments in 2025 31.12.2025 42:23
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://designbetter...
Video Rewind: Cassie McDaniel: How Medium eliminated its PM function and started moving faster 24.12.2025 27:00
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...
Aaron Draplin: Field Notes co-founder on what skate culture taught him about design 17.12.2025 27:14
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 Substa...
Jessica Hische and Chris Shiflett: Designing business tools that support how creatives actually work 09.12.2025 1:08:48
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 Anderso...
2025 Holiday Gift Guide 04.12.2025 44:41
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 budg...
Phil Gilbert: Making a 114-year-old, 400,000 person company care about design 25.11.2025 44:09
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 mos...
Cecilia Brenner: Moving beyond design theater to measurable impact 18.11.2025 22:53
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 witho...
Video Rewind: Jordan Mechner: Pioneering game designer on creating Prince of Persia, Karateka, and a new graphic novel memoir 14.11.2025 24:57
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 s...
Ben Swire: Author of "Safe Danger" on the hidden reason team building efforts fail 05.11.2025 50:20
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 pro...
Jeremy Faludi: Sustainability professor on why most sustainable design fails before it starts 28.10.2025 21:48
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...
Alison Rand: Leading with radical humanity instead of radical candor 21.10.2025 46:37
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...
The Brief: How our recent past should prepare us for the age of AI 20.10.2025 14:47
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 compu...
Fitz and the Tantrums: Finding your creative voice in your 40's and why success feels different than you think 15.10.2025 29:20
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”...
Bonus Episode: 30 years of design with Wert&Co, live in NYC featuring Paola Antonelli, Mark Wilson,Kate Aronowitz, Mike Davidson, and Meaghan Choi 10.10.2025 1:12:14
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 pl...
Rewind: Paola Antonelli: How design shapes culture 01.10.2025 59:17
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 Resea...
Keith Sawyer: Become more creative by learning to see 24.09.2025 28:14
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 spen...
Jae Park: Designing a new generation of vehicles at Ford, and why friction matters in the creative process 23.09.2025 47:11
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 fr...
Astro Teller & Ivo Stivoric: Why moonshots require unlearning everything you know 10.09.2025 27:27
This is a preview of a premium episode. To hear the full episode, head to our Substack: https://designbetterpodcast.com/p/astro-teller-and-ivo-stivoric-why When a company talks about taking a “moonshot,” it often ends up being something trivial: a new emoji keyboard, or delivering a pizza in less than 30 minutes. But at X, the Moonshot Factory, which is part of Google, they’re tackling some of t...
Henry Modisett: Perplexity’s VP of Design on embracing ambiguity and leading with curiosity 03.09.2025 47:27
Find bonus content and more on our Substack: https://designbetterpodcast.com/p/henry-modisett AI isn’t just another layer in our digital toolkit—it’s reshaping the tools themselves, and in the process, transforming how we work, think, and solve problems. Henry Modisett, VP of Design at Perplexity, is in a unique position to challenge many of the norms that have shaped tech for some time now. Perpl...
Elizabeth Lin: Rethinking design education in the age of AI 26.08.2025 20:11
This is a preview of a premium episode on Design Better. Head to our Substack to get access to the full episode: https://designbetterpodcast.com/p/elizabeth-lin Have you played around with Cursor? If not, it’s time. Designers with no coding skills are passing Cursor Figma files and getting working apps out the other side. And if you have no design, you can just prompt this AI powered development e...
Nick Foster: Could, Should, Might, Don't—a new way to think about designing for the future 20.08.2025 59:26
Most designers are comfortable in the world of known problems—we talk to users, gather insights, iterate based on feedback. But what happens when you're designing for a future that doesn't exist yet? When you're creating products for people who haven't been born, or technologies that might not emerge for years? Today's guest has spent decades designing for the future, a space where design specs ar...
Tim Brown: Allbirds co-founder on mission-driven design and entrepreneurship 14.08.2025 22:27
This is a preview of a premium episode. Head to Design Better to hear the whole thing: https://designbetterpodcast.com/p/tim-brown Sometimes your career takes an unexpected turn—and that pivot can lead to something bigger than you imagined. Tim Brown, co-founder of Allbirds, has been there. After a stint as a professional soccer player, Tim found himself on a different path—one that led to creatin...
Matt Raw: Balancing legacy and innovation at The New York Times 06.08.2025 46:49
Visit our Substack for bonus content and more: https://designbetterpodcast.com/p/matt-raw Matt Raw, Interim VP of Design at The New York Times, and his team have a tough job. Their work is seen by millions every day who come to the Times website and apps for information they can trust, presented clearly, across platforms, striking a stylistic balance between tradition and innovation. Somehow they...
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