Design Better

• Jessica Hische and Chris Shiflett: Designing business tools that support how creatives actually work

  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 Chris, whose career spans from the early foundations of the web to co-founding Brooklyn Beta, both experienced firsthand what happens when passionate, independent creatives come together. Today, they’re channeling those lessons into Studioworks, a business platform built specifically for independent studios and creative professionals. They’re tackling the unglamorous but essential parts of running a creative practice—invoicing, project management, client relationships—with the same care and community spirit that defined those Brooklyn days. In this conversation, we talk about the magic of Studiomates and Brooklyn Beta, what they learned from running their own studios for years, and why they decided to bootstrap a tool for the creative community rather than chase venture capital. It’s a story about building something sustainable, beautiful, and genuinely useful for the people who make things. Bios Jessica Hische is one of the most beloved and influential designers of the past two decades. She’s best known for her lettering and illustration, but equally for her generosity in sharing what she knows. Jessica was part of the original Studiomates community in Brooklyn, has worked with clients like Wes Anderson, The New York Times, and Penguin Books, and now brings her creative leadership to Studioworks, where she and Chris are building better tools for independent creatives and small studios. Chris Shiflett is a longtime friend of the design community whose career spans the deep foundations of the early web and the heart of the creative world. His early books on HTTP and web security became unexpectedly influential at a time when the internet was still taking shape, opening the door to some extraordinary projects — including one that generated nearly half of the internet’s traffic and another responsible for a fourth of the world’s email. After years helping big internet companies solve scalability problems, he realized he was more inspired by the people creating them — the designers, founders, and builders making things people love. That shift led him to the original Studiomates community, to co-founding Brooklyn Beta, and ultimately to the work he and Jessica are doing today with Studioworks. 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: 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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• 2025 Holiday Gift Guide

  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 from there, so whether you’re filling a stocking or going big, you’ll find something here. Let’s get into it. *** Before we get to the list, if you’re looking to give (or get) the gift of education, for the next week only you can get or gift a year of premium for 25% off, our only sale of the year. Buying a year-long subscription will get you to our ever-expanding Design Better Toolkit (with over $2K in discounts on tools and courses), as well as monthly AMAs, ad-free episodes, and our library of books. Doing this also supports anyone who can’t afford a subscription through our scholarship program. 25% off a year, expires in 1 week *** Find the full gift list on our Substack: https://designbetterpodcast.com/p/2025-holiday-gift-guide

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• Phil Gilbert: Making a 114-year-old, 400,000 person company care about design

  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 transformations in corporate history, hiring over 1,000 designers, creating IBM’s design thinking framework, and embedding a new way of working across nearly 180 countries. Now, with his new book Irresistible Change, Phil is sharing the blueprint for how he did it—and more importantly, how you can apply these lessons to your own organization. In this episode, we talk with Phil about treating change like a high-stakes product, why IBM’s transformation was opt-in rather than top-down, and what it takes to win over engineers who’ve spent decades deeply entrenched in a technical worldview. We also explore the design thinking bootcamp that became legendary within IBM, the intentional design of physical studio spaces, and what happened after Phil left the company. Phil’s insights aren’t just for those leading massive organizations—they’re for anyone trying to spark meaningful change, build enthusiasm without mandates, and create work that actually matters to the people doing it. Bio Phil Gilbert is best known for leading IBM’s 21st century transformation as their General Manager of Design. After selling his third startup to IBM in 2010, Phil was asked by IBM in 2012 to use design thinking, coupled with agile, to update how IBM’s teams worked. The transformation became the subject of a Harvard Business School case study, the documentary film The Loop, and feature articles in the New York Times, Fortune Magazine, Forbes, Bloomberg, INC and many others. Phil’s 45-year career spans startups, large corporations, and board memberships, where he has led organizations ranging from solo ventures to those with 400,000 employees. In 2018 Phil was inducted into the New York Foundation for the Arts’ Hall of Fame. In 2019, the State of Oklahoma (Phil’s native state) named him an Oklahoma Creativity Ambassador for his achievements in the world of creative thinking and innovation. Phil left full-time operational responsibilities at IBM in 2022 in order to focus on helping the next generation of entrepreneurs, business, and military leaders understand how to impact culture at scale, to improve innovation and team performance. Phil lives in Austin, Texas. *** 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: 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 *** If you’re interested in sponsoring the show, please contact us at: [email protected] If you’d like to submit a guest idea, please contact us at: [email protected]

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• Cecilia Brenner: Moving beyond design theater to measurable impact

  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 a preview of a premium episode, find the full episode on our Substack: https://designbetterpodcast.com/p/cecilia-brenner Design for Good mobilizes what Cecilia calls a “radical global action collective”—1,600 designers from companies like Philips, Lloyds Bank, and others—to tackle UN Sustainable Development Goals through focused, two-year cycles. Their first cycle addressed clean water and sanitation. Now they’re working on quality education. And here’s the twist: everything they create is open source. In our conversation, Cecilia explains how Design for Good measures real impact (not estimated future impact), why they chose to focus on one SDG at a time instead of spreading resources thin, and what it means to design for “all life,” not just human life. If you’ve ever wondered how to find more meaning in your design work—or questioned whether purpose-driven projects actually move the needle—this episode offers a surprisingly practical model. Bio Cecilia Brenner is the Managing Director of Design for Good, a global alliance dedicated to creating lasting, measurable impact for the United Nations Sustainable Development Goals (SDGs). Since joining in May 2024, Cecilia has successfully led the charity in mobilising hundreds of creatives to design in close collaboration with NGOs and affected communities worldwide. With over 25 years of international experience in design and leadership, Cecilia is a catalyst for inclusion, innovation, and impact. She previously served as an Experience Design Director & Business Partner at Philips, where she spent 17 years improving people’s health and well-being through meaningful innovation, building high-performing, engaged global design teams and communities, as well as leading transformational programmes with a unique blend of network leadership, team-building excellence, and strategic insight. *** 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. 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. 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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• Video Rewind: Jordan Mechner: Pioneering game designer on creating Prince of Persia, Karateka, and a new graphic novel memoir

  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 rewinding to one of our favorite episodes this year with Prince of Persia creator Jordan Mechner. You may have heard that we’re publishing more video from our episodes, and you can now find a video version of this episode on YouTube. Enjoy! *** As a kid in the 80’s, Eli fell in love with games on computers like the Apple II, Commodore 64, and later the Amiga and Macintosh. One of the very first games he played was called Karateka, which was inspiring for the realistic movements of its digital karate antagonists, even on a black-and-green Apple II monitor. Our guest today, Jordan Mechner, created Karateka while an undergrad at Yale University in 1984, and it went on to be a commercial success. He followed it up with the game Prince of Persia (you’ll hear a clip from the soundtrack in the introduction, which Jordan’s father composed and which Jordan invented a way to transpose onto the Apple II’s tinny speakers before game soundtracks were widespread on the machine). Jordan documented the creation of the game in a wonderful published version of his diaries called The Making of Prince of Persia, and we spoke with him about how he taught himself the skills to build successful video games in a pre-internet era, why he journaled about his work process (and what it taught him), and about his new graphic novel Replay, a memoir recounting his own family story of war, exile and new beginnings. Karateka on the Apple IIPrince of Persia on the Apple II (play the Mac version online here)

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