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Design Better

Design Better

By: The Curiosity Department
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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.”© The Curiosity Department, LLC 2026 Art Economics
Episodes
  • Eric Ries: Lean Startup author on why good companies go bad, and why good design is critical to success

    Eric Ries: Lean Startup author on why good companies go bad, and why good design is critical to success
    Jul 22 2026
    Fifteen years ago, Eric Ries handed a generation of founders a playbook. When Eli was in a Palo Alto-based startup accelerator in 2011, The Lean Startup felt like the only book anyone in that ecosystem was talking about. It was in the middle of a wildly optimistic moment for tech. Marc Andreessen declared that “software is eating the world,” social media was blooming, and there was a widespread belief that technology was about to democratize everything and bring us closer together. Concepts like the MVP (“minimum viable product,”), the pivot, and build-measure-learn became the operating language of Silicon Valley. This is a preview of a premium episode. Listen to the full interview on our Substack: https://designbetterpodcast.com/p/eric-ries But a lot of the companies built on those ideas went on to get corrupted by forces Eric hadn’t yet named. His new book, Incorruptible: Why Good Companies Go Bad and How Great Companies Stay Great, is his reckoning with what happens after you build something great — and how to keep it from falling apart. Buy the book In this conversation, we get into why speed itself wasn’t the problem, but treating a rising stock price as proof of health is like assuming more exhaust means a faster car. Eric explains why doing the right thing 100% of the time is actually easier than doing it 98% of the time, and how companies behave like superorganisms with their own emergent character — a point he illustrates with a genuinely mind-bending study about ants solving a puzzle that no single ant ever could. We talk about the “harder is easier” principle through stories from Patagonia and the long-term stock exchange he built as a design challenge, and why the value a company makes comes from the design of its products. And because we couldn’t resist, we get into AI slop, LLM psychosis, and Eric’s clear, simple antidote: never ask these tools to make you an artifact — ask them to teach you how to make one yourself. Bio Over the last two decades, Eric Ries’s ideas about continuous innovation, long-term thinking, governance, and market reform have reshaped company building and management practices. He is the creator of the Lean Startup method, and the author of the New York Times bestseller The Lean Startup; The Leader’s Guide; and The Startup Way. As a founder, he has put his own ideas into practice with The Long-Term Stock Exchange (LTSE); Answer.AI, an AI R&D lab; the Lean Startup Co, which teaches and supports the implementation of Lean Startup; Virgil, a legal services startup; and IMVU, where the ideas that became the Lean Startup method were forged. On his podcast, The Eric Ries Show, he talks to guests including world-class technologists, thought leaders, and executives working to build profitable companies for the long-term benefit of society. Eric has served as an entrepreneur-in-residence at Harvard Business School and IDEO. He lives in the San Francisco Bay Area with his wife and three children. *** Premium Episodes on Design Better This is a premium episode on Design Better. We release two premium episodes per month, along with two free episodes for everyone. New premium subscriber benefit: we’ve launched a private Slack workspace…join now to connect with designers, product leaders & creative practitioners in our community. And get a behind-the-scenes pass to every episode with The Roundup, where each week we bring you insights and actionable tactics from recent episodes. Premium subscribers 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. And subscribers at the annual level now get access to the Design Better Toolkit, which gets you major discounts and free access to tools and courses that will help you unlock new skills, make your workflow more efficient, and take your creativity further. Upgrade to paid 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. Learn more about your ad choices. Visit megaphone.fm/adchoices
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    34 mins
  • Ian Bogost: Game designer, Atlantic writer, and philosopher of the ordinary, on the small stuff that makes life delightful

    Ian Bogost: Game designer, Atlantic writer, and philosopher of the ordinary, on the small stuff that makes life delightful
    Jul 15 2026
    A few years ago, Ian Bogost wrote what he thought was a throwaway Atlantic piece about how electric vehicles would finally kill the manual transmission. It went off like a bomb — and the reaction told him people weren’t mourning a car part. They were mourning the feeling of dropping a gear into place, a small moment of sensory connection quietly disappearing without anyone choosing to give it up. Find the full episode and bonus content on our Substack: https://designbetterpodcast.com/p/ian-bogost That feeling is the subject of his new book, The Small Stuff. Ian calls it gratification — distinct from happiness or satisfaction, it’s the immediate sensory delight of communing with ordinary things: the ridged coffee cup, the click of an elevator button, the tink of ice in a water bottle. And he diagnoses what he calls dematerialization: the slow way efficiency, automation, and software have severed us from the physical texture of daily life. A game designer, longtime Atlantic contributor, and philosopher of the everyday at Washington University in St. Louis, Ian has spent his career — across books like Persuasive Games and Play Anything — arguing that the systems we build carry values whether we intend them to or not. Here he turns that lens on the ordinary objects most of us stopped noticing long ago. For designers, this is becoming more and more relevant. Ian argues that somewhere between the mid-90s and now, user-centered design quietly mutated into outcome-oriented design — we kept the language of user experience while the goals drifted toward the organization instead of the person. But this isn’t nostalgia or a plea for friction. Gratification, he insists, is easy. It’s already happening to you all the time. The designer’s job isn’t to add friction, but to notice where the sensory life has quietly drained out of the things we build, and to re-introduce it. And the challenge he leaves us with is deceptively simple: get curious. The Small Stuff is out now. You can find Ian at bogost.com. Dr. Ian Bogost is a writer, designer, and scholar of media and technology. He is the Barbara and David Thomas Distinguished Professor and Assistant Vice Provost at Washington University in St. Louis. At WashU, he is appointed in three colleges and the co-executive director of the Office of Public Scholarship. Bogost is also a contributing writer at The Atlantic and the founding partner of Persuasive Games LLC, a game and design studio. He is the author of 11 books, most recently The Small Stuff: How to Lead a More Gratifying Life. Bogost’s award-winning games and artworks, which include Cow Clicker and A Slow Year have been played by millions of people and held in permanent collections around the world, including at the Smithsonian American Art Museum. *** Premium Episodes on Design Better 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. New premium subscriber benefit: we’ve launched a private Slack workspace…join now to connect with designers, product leaders & creative practitioners in our community. And get a behind-the-scenes pass to every episode with The Roundup, where each week we bring you insights and actionable tactics from recent episodes. 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. And subscribers at the annual level now get access to the Design Better Toolkit, which gets you major discounts and free access to tools and courses that will help you unlock new skills, make your workflow more efficient, and take your creativity further. Upgrade to paid Learn more about your ad choices. Visit megaphone.fm/adchoices
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    47 mins
  • Chris Entwisle and Mark Havens: authors of WAIL on the constraints that led to timeless designs for Prestige Records

    Chris Entwisle and Mark Havens: authors of WAIL on the constraints that led to timeless designs for Prestige Records
    Jul 1 2026
    Years ago, two friends in Philadelphia — both designers, both obsessed with jazz — kept noticing the same notation on the back of their favorite records: “recorded by Van Gelder in Hackensack.” So one Saturday they drove out to find it. They tracked down the address in a 1955 phone book, pulled up — and found a parking lot. No sign, no plaque, nothing to mark that Rudy Van Gelder had once turned his parents’ living room into a recording studio there, capturing some of the most important American music of the century. This is a preview of a premium episode. To hear the whole thing, head over to our Substack:⁠https://designbetterpodcast.com/p/chris-entwisle-and-mark-havens⁠ That quiet drive home planted the seed for a twenty-year project. Mark Havens and Chris Entwisle are the authors of WAIL: The Visual Language of Prestige Records — the first real look at the design history of a label that, unlike Blue Note, never got its design mythology, despite cover art that’s just as striking and durable. They tracked down original pressings, interviewed the designers before that history disappeared for good, and uncovered how a label run, in one historian’s words, “like a mom and pop store” — no budget, no briefs, no marketing department — produced a visual identity coherent enough to still echo through design today. Buy the book What we love about this conversation is how much of it comes down to constraints driving creativity. Reid Miles couldn’t afford imagery, so he made typography the art. Tom Hannon had no budget for stock photography, so he shot the musicians himself. Designers got an album title and nothing else — no brief, no comp, no client approval — and turned that absence of direction into creative freedom, because Bob Weinstock simply “viewed it all as art,” the music and the covers alike. This is a conversation about jazz, but it’s also about what happens to creative work when nobody’s watching too closely, and why limitations so often produce things that last. Bios Chris Entwisle is an artist and illustrator. For over thirty years, he has used his passion for both jazz and postwar graphic design in his illustration work. Entwisle has a BA in graphic design from Rutgers University. He and his wife live in the Philadelphia area. Mark Havens is an artist and educator with a dual background in graphic and industrial design. His work has been exhibited internationally and is held in both public and private collections. Out of Season, his first major monograph, was described by the New York Times as “a decade-long elegy.” Havens is a professor of industrial design at Thomas Jefferson University. *** Premium Episodes on Design Better This is a premium episode on Design Better. We release two premium episodes per month, along with two free episodes for everyone. New premium subscriber benefit: we’ve launched a private Slack workspace…join now to connect with designers, product leaders & creative practitioners in our community. And get a behind-the-scenes pass to every episode with The Roundup, where each week we bring you insights and actionable tactics from recent episodes. Premium subscribers 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. And subscribers at the annual level now get access to the Design Better Toolkit, which gets you major discounts and free access to tools and courses that will help you unlock new skills, make your workflow more efficient, and take your creativity further. Upgrade to paid Learn more about your ad choices. Visit megaphone.fm/adchoices
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    25 mins
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