Design Better

Paul Ford likes to call himself a “fun Cassandra” — someone who, like the priestess in Greek mythology, sees trouble coming, but unlike her tries to make the warning as entertaining as possible. He’s the writer, developer, and co-founder of the tech agency Aboard who saw Claude Code drop last November and immediately understood it was going to change everything — while finding, to his surprise, that most people around him simply weren’t seeing it that way.

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That same instinct is what drew him into AI early. Where others hedged, Paul dove in — vibe coding nonstop, running full enterprise subscriptions for his entire team, and building in earnest. But he’s not a fanboy. He’s a critical optimist who believes something important is happening, while holding equal concern about the companies pushing it, the students expected to learn from it, and the decades of hard-won knowledge that might be quietly evaporating in the rush.

Paul is also an English major who sold an agency, a developer who thinks in prose, and a father of 14-year-old twins — one of the most multi-disciplinary thinkers we’ve had on the show. He won the National Magazine Award for writing an entire issue of Bloomberg Businessweek dedicated to explaining programming to a mass audience — a 38,000-word essay called “What Is Code?” A regular contributor to Wired and published in The New Yorker and MIT Technology Review, he’s one of the rare writers who can make the inner workings of software feel urgent and human.

He’s exactly the kind of thinker this moment needs: someone who can write code and read the room, and who cares about quality as much as velocity. He can also make you laugh while explaining why you should probably be a little worried.

Bio

One of the world’s leading technology thinkers, Paul Ford has written about the way that software works for dozens of publications like Wired, Businessweek, and the New York Times, including his National Magazine Award–winning Bloomberg cover story “What Is Code?” After years of writing about technology, Paul decided to do something about it, co-founding Postlight and Aboard to help deliver quality products to the people who need them.

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As the United States approaches its 250th anniversary, the Constitution remains the most consequential document in American life — and more people are reading it than ever. But pick up almost any commercial edition and you’ll find the same thing: small type, no imagery, nothing that invites you in. Jessie McGuire noticed this too.

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Every copy her studio ordered looked identical — dense, utilitarian, forgettable. So they redesigned it. They printed thousands of copies, donated them to New York City schools, and invited designers like Milton Glaser and Seymour Chwast to create posters for each amendment in the Bill of Rights. That project became a turning point — not just for the studio, but for how they think about what design is actually for.

Jessie is Managing Partner of Thought Matter, the independent design and creative studio that just won the 2026 National Design Award for Communication Design from the Cooper Hewitt, Smithsonian Design Museum — the field’s highest national honor. It’s an award that recognizes not a single project but a decade of practice, and Thought Matter’s practice has been built around a bold idea: that imagination is a radical act.

A Salvadoran-American designer, New Yorker, and mother of two, Jessie brings a perspective shaped by navigating spaces that weren’t always designed for her. She teaches entrepreneurship at Pratt, mentors emerging designers, and leads a studio that works with cultural institutions, nonprofits, and commercial brands — all grounded in the belief that design is civic infrastructure, a tool for helping people see themselves as participants in shaping the world around them.

In this episode, Jessie talks about the origin of the Constitution project, what it means to fund the work you actually want to talk about, why she thinks scale and speed aren’t serving us, and why sitting down to make something with your hands — like the beaded bracelets she makes with her kids — still matters.

Bio

Jessie McGuire is Managing Partner of Thought Matter, the independent design studio that won the 2026 National Design Award for Communication Design from Cooper Hewitt, Smithsonian Design Museum — the field’s highest national honor. She leads the studio’s strategy and long-term vision, working with cultural institutions, nonprofits, and commercial brands on work grounded in the belief that design shapes what people believe.

A Salvadoran-American designer and mother, Jessie is committed to expanding who gets to lead in the design industry. She teaches entrepreneurship at Pratt Institute, lectures on design as civic infrastructure, and mentors emerging designers. Before Thought Matter, she worked in-house at Kimberly-Clark and led projects for multinational brands. She holds a BFA from Pratt Institute and an MPS in Branding from the School of Visual Arts.

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In jazz, there’s a concept called minimal structures — a rhythmic framework, a harmonic pattern, an implied order of solos. Just enough to hold the band together, but plenty of space for autonomous creativity. It’s a useful lens for thinking about how any team works, and it comes directly from today’s guest.

Colin Fisher was a professional jazz trumpet player before he became one of the leading researchers on group dynamics. He’s now an Associate Professor of Organizations and Innovation at University College London, with a PhD in Organizational Behavior from Harvard, and his new book is The Collective Edge. In it, he makes a case that we systematically underestimate the role groups play in every breakthrough we celebrate.

We love stories about lone geniuses — Newton, Einstein, Miles Davis — but when you peel back almost any one of them, you find a group behind it. We just tend to forget that part, because our brains are wired to remember heroes, not ensembles. Ask everyone on a six-person team how much credit they deserve for the group’s output, and one study found the total came to 235%.

In this conversation, we get into why teams are 6.3 times more likely than individuals to produce breakthrough work, why the sorting hat in Harry Potter is actually the series’ true villain, and why 84% of managers try to coach their way out of team problems when the real fix is structural. We also talk about the dangers of using competition to motivate creative teams, why the ideal team size hovers around 4.5 people, and what it would take to pull our increasingly individualistic world back toward something more collective — without tipping into the other extreme.

Bio

Colin M. Fisher is an Associate Professor at University College London’s School of Management and the author of The Collective Edge: Unlocking the Secret Power of Groups (Avery/Penguin Random House), translated into ten languages. His research on group dynamics, creativity, and improvisation has been published in top academic journals and featured in BBC, Harvard Business Review, NPR, Forbes, and The Times. Before earning his PhD in Organizational Behavior from Harvard, Colin was a professional jazz trumpet player and longtime member of the Either/Orchestra. He lives in London with his wife and two children, and can sometimes be found sitting in at jazz jams around the city.

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If you want to understand how much your beliefs shape your reality, try this quick exercise. Google the “checkerboard illusion” below and you can witness first-hand that even when you know two squares are the same shade of gray, your brain still refuses to show you the truth. If it can’t get a simple shade right, imagine what it’s doing with everything else.

In his book Hooked, Nir Eyal helped people build habit-forming products for good. Then he wrote Indistractable to help people break free from the ones that weren’t. But after years of hearing from readers who knew exactly what to do and still couldn’t make themselves do it, he realized something was missing from the equation entirely.

His new book, Beyond Belief, argues that motivation isn’t a straight line between behavior and benefit — it’s a triangle, and the third side is belief. The convictions we carry about ourselves, our abilities, and our circumstances quietly determine what we see, what we feel, and ultimately what we do.

In this conversation, we dig into why your brain actively resists changing its mind, how the placebo effect is reshaping what we know about pain and performance, and what all of this means for designers and creative thinkers navigating the uncertainty of AI. Nir also gets personal about living with ADHD and dyslexia, stage fright, and how a single reframe — not a new fact, just a new belief — changed the way he experiences all of it.

Bio

Nir Eyal is a globally recognized authority on behavior change and human potential. His frameworks have empowered millions to build better habits, enhance focus, and unlock greater agency in their lives and work. A former lecturer at the Stanford Graduate School of Business and the Hasso Plattner Institute of Design at Stanford, Nir has collaborated with leaders and organizations worldwide to boost performance through behavior design.

He is the New York Times bestselling author of the international bestsellers Hooked: How to Build Habit-Forming Products and Indistractable: How to Control Your Attention and Choose Your Life, which have sold over one million copies in more than 30 languages. Hooked was a finalist for the 2014 Goodreads Choice Awards. Indistractable won the 2019 Outstanding Works of Literature (OWL) Award and was named one of the Best Business & Leadership Books of the Year by Amazon, Audible, and The Globe and Mail. His third book, Beyond Belief: The Science-Backed Way to Stop Limiting Yourself and Achieve Breakthrough Results, became an instant New York Times best-seller and reveals how to identify and replace the hidden beliefs that define our limits.

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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. New premium subscriber benefit coming soon: we’re launching a private Slack community…join now so you get access when it launches!

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.

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At several points in his life, Eli imagined what it would take to become a full-time artist — a photographer or illustrator free from client work. What he didn’t realize was that he already had an example of a different path right in front of him: his father, a practicing physician whose published poetry earned recognition from luminaries like John Ashbery.

Mason Currey’s most recent book explores these alternate paths. He’s the author of Daily Rituals, the beloved book that catalogued the working habits of nearly 200 artists, writers, and composers. His new book, Making Art and Making a Living, goes deeper — into the financial realities, the schemes, the compromises, and the surprising strategies that creatives have used to keep their work alive across centuries.

What he found is both humbling and strangely reassuring. Virginia Woolf had inherited investments. Kafka had insurance. Chantal Akerman had a cash register she skimmed from. John Cage had Italian game show winnings. And yet, running through all of it is the same question that Mason has been asking about his own life since the day he sat down to write a novel and couldn’t: How am I going to pay for this?

In this conversation, Mason walks us through the four funding models his book explores — family money, day jobs, patronage, and schemes — and what the lives of creatives from Kafka to Murakami can teach us about building a practice that actually lasts.

Bio

Mason Currey is the author of the Daily Rituals books, featuring brief profiles of the day-to-day working lives of more than 300 brilliant minds.

His latest book, Making Art and Making a Living, was published by Celadon Books on March 31, 2026.

Currey lives in Los Angeles and writes Subtle Maneuvers, a twice-monthly newsletter on the creative process.

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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 coming soon: we’re launching a private Slack community…join now so you get access when it launches!

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

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