Design Matters with Debbie Millman

Brian Chesky is the co-founder and CEO of Airbnb, a company that began with airbeds and grew into a worldwide community built on trust and belonging. He joins to discuss how imagination and design shaped his path from art school to entrepreneurship, and what it means to design the world you want to live in.

For the 20th anniversary of Design Matters, Debbie Millman revisits excerpts from her most memorable interviews. Featuring Jason Reynolds, Marina Abramović, Chris Ware, Richard Saul Wurman, Rick Rubin, and Roxane Gay, this episode gathers voices that challenged, surprised, and have continued to evolve in meaning over time.

For the 20th anniversary of Design Matters, Debbie Millman revisits conversations with renowned poets Eileen Myles, Elizabeth Alexander, Sarah Kay, and Amber Tamblyn. These excerpts reflect on language, identity, memory, and the lived experience that fuels their work. Together, they reveal poetry as an intimate practice that resonates beyond the page.

For the 20th anniversary of Design Matters, Debbie Millman revisits conversations with distinguished actors Claire Danes, Ethan Hawke, Nick Offerman, Kyra Sedgwick, and Josh Brolin. These excerpts explore how they approach their craft, work with directors and fellow actors, and what it means to inhabit a role and sustain a creative life on stage and on screen.

For the 20th anniversary of Design Matters, Debbie Millman revisits conversations with acclaimed directors Brian Koppelman, Thomas Kail, Mike Mills, Sarah Polley, and Siân Heder. These excerpts explore the director’s role as the central collaborator, guiding creative teams and shaping a project from vision to execution. Together, they reflect on the choices, pressures, and responsibilities of bringing a story to life.

For the 20th anniversary of Design Matters, Debbie Millman revisits previous episodes with activists and advocates Gloria Steinem, Anita Hill, Cindy Gallop, Sonya Passi, and Dr. Joy Buolamwini. These excerpts highlight conversations about power, accountability, and the urgent work of dismantling inequality across culture, institutions, and technology.

In celebration of the 20th anniversary of Design Matters, Debbie Millman shares excerpts from interviews with typographers and lettering artists Marian Bantjes, Oded Ezer, Jessica Hische, Tobias Frere-Jones, Matthew Carter, and Kris Holmes, reflecting on legibility and expression, how letters behave, the discipline of refinement, and how type has evolved from hand-crafted processes to the digital tools we use today.

For the 20th anniversary of Design Matters, Debbie Millman revisits conversations with theatre designers David Korins, Ina Mayhew, David Rockwell, Es Devlin, and Dane Laffrey. From Broadway landmarks to innovative film and live performance design, these excerpts reveal how sets and spaces shape emotion, deepen story, and draw audiences into the moment.

For the 20th anniversary of Design Matters, Debbie Millman revisits past interviews with technology pioneers Bill Moggridge, Jason Kottke, Anil Dash, and Kevin Kelly. These excerpts reflect on how technology emerged, how it shapes the way we live, and how these early thinkers imagined the future unfolding.