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Hoppipolla (The Tape Variations)

As part of the 20th anniversary of Design Matters, Debbie Millman shares Part Two of her most surprising first questions, the curious openings that sparked honesty, humor, and revelation. These excerpts highlight the unexpected moments that shaped some of the show’s most memorable conversations.

Guess the Guest: Surprising First Questions Part Two

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.

20th Anniversary celebration with technology pioneers Bill Moggridge, Jason Kottke, Anil Dash, and Kevin Kelly

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.

20th Anniversary celebration with theatre designers David Korins, Ina Mayhew, David Rockwell, Es Devlin, and Dane Laffrey

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.

20th Anniversary celebration with typographers and lettering artists Marian Bantjes, Oded Ezer, Jessica Hische, Tobias Frere-Jones, Matthew Carter, and Kris Holmes

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.

20th Anniversary celebration with activists and advocates Gloria Steinem, Anita Hill, Cindy Gallop, Sonya Passi, and Dr. Joy Buolamwini

Recorded live at our 7th birthday party on 8.11.2025.

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