Design Better

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

Design Better

Show Notes

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]

Learn more about your ad choices. Visit megaphone.fm/adchoices

More from Design Better

Oct 21, 2026

Tom Foley didn’t set out to design typefaces. As a postgraduate student at Central Saint Martins in London, he was researching why Ireland, unlike Switzerland, the Netherlands, or Germany, never seemed to have a confident typographic voice of its own.

Oct 14, 2026

Kevin Flores has been part of the Design Better community for years — we first met him in 2017, while he was leading design at 23andMe, back when we were researching how design teams are structured for the Design Genome Project. So it’s a real pleasure to finally have him on the show to talk about his new book, Find Your Inner Rebel.

Oct 7, 2026

In graduate school, Randy Hunt poured his heart and soul into a poster for Milton Glaser’s class, a picture built entirely from hand lettering that read as an image from across the room and as words up close. Glaser glanced at it, said, “Well, that’s not very good,” and moved on to the next student.

Oct 5, 2026

When Aarron was fresh out of grad school, working at an agency outside Philadelphia, he and his coworkers used to crowd around a monitor to study volumeone.com. Most websites back then had a picture, maybe an image map. Matt Owens’s site had 3D, animation, and experimental graphic design, and none of us could figure out how he made it.

Sep 23, 2026

Blaine Billingsley is a staff designer at OpenAI, and his path there was anything but a straight line. He studied music composition and comparative religion, played guitar in Texas for a living (he remembers checking his bank account, seeing seven dollars, and feeling pumped), then drove to San Francisco and took a data entry job at a startup.

See all episodes →