To celebrate 20 years of Design Matters, Debbie Millman revisits highlights from her conversations with groundbreaking artists Bisa Butler, Deborah Kass, Marilyn Minter, Amy Sherald, and Ai Weiwei. This anniversary collection brings together the voices of five visionaries whose work challenges conventions, sparks dialogue, and redefines the role of art in our culture.

20th Anniversary celebration with legendary artists Bisa Butler, Deborah Kass, Marilyn Minter, Amy Sherald, and Ai Weiwei

In honor of 20 years of Design Matters, Debbie Millman revisits memorable conversations with memoirists Elissa Altman, Thomas Page McBee, Ashley C. Ford, Josh Brolin, and Isaac Fitzgerald. This anniversary collection reflects on the candor, resilience, and storytelling power of five voices who have turned personal experience into unforgettable art.

20th Anniversary celebration with memoirists Elissa Altman, Thomas Page McBee, Ashley C. Ford, Josh Brolin, and Isaac Fitzgerald

In celebration of 20 years of Design Matters, Debbie Millman revisits one of the show’s most endearing traditions—the very first question. For years, she’s opened each conversation with a playful, deeply researched inquiry: something personal, unexpected, and revealing. In this special anniversary episode, listeners will hear some of Debbie’s favorite first questions and the illuminating answers they inspired.

Surprising First Questions

Neil deGrasse Tyson—world-renowned astrophysicist, Emmy-nominated host, science communicator, and author—is one of the most influential voices in modern science. In this live conversation, recorded at On Air Presents, he joins Debbie Millman to explore the role of science education and why defending science has never been more vital.

Neil deGrasse Tyson at On Air Presents

In honor of 20 years of Design Matters, Debbie Millman revisits unforgettable moments from her conversations with iconic musicians Kaki King, David Lee Roth, Lucy Wainwright Roche, Michael Stipe, and the Indigo Girls. Through their stories and songs, this special episode reflects on the meaning of a creative life and the artists who have shaped the sound of our time.

20th Anniversary celebration with iconic musicians Kaki King, David Lee Roth, Lucy Wainwright Roche, Michael Stipe, and the Indigo Girls

20th Anniversary celebration with podcast hosts Krista Tippett, Ira Glass, Hrishikesh Hirway, Kara Swisher, and Jad Abumrad

To celebrate 20 years of Design Matters, Debbie Millman revisits standout moments from past conversations with illustrators Brian Rea, Maira Kalman, Barry Blitt, Edel Rodriguez, and Christoph Niemann. These excerpts explore how ideas drive style, how collaboration and constraint shape the work, and how a single image can speak fast and stay with you.

20th Anniversary Celebration with visionary illustrators Brian Rea, Maira Kalman, Barry Blitt, Edel Rodriguez, and Christoph Niemann

To mark 20 years of Design Matters, Debbie Millman revisits standout moments with Julia Turshen, Christina Tosi, Gabrielle Hamilton, Fanny Singer, and Will Guidara—voices who reimagined how we cook, write, and welcome. From recipe testing as poetry to tinkering with desserts, from building a neighborhood bistro to building a culture of “unreasonable hospitality,” these excerpts show how design shapes flavor, service, and the shared joy of a good meal.

20th Anniversary celebration with culinary creatives Julia Turshen, Christina Tosi, Gabrielle Hamilton, Fanny Singer, and Will Guidara

To celebrate 20 years of Design Matters, Debbie Millman revisits standout moments from past conversations with photographers Catherine Opie, Albert Watson, Pete Souza, Lynn Goldsmith, and Mary Ellen Matthews. These excerpts explore how they approach craft, capture truth, and use the camera to tell the stories that define us.

20th Anniversary celebration with photographers Catherine Opie, Albert Watson, Pete Souza, Lynn Goldsmith, and Mary Ellen Matthews

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

Design Matters by Debbie Millman features interviews with designers, artists and cultural leaders, including Lawrence Weiner, Barbara Kruger, Malcolm Gladwell, Eric Kandel, Stefan Sagmeister, John Maeda, Jonathan Hoefler and Tobias Frere-Jones, Michael Arad, Milton Glaser, Massimo Vignelli, Paula Scher, Steven Heller, Jonah Lehrer, among others.

In 2011, Design Matters received the People’s Design Award from the prestigious Cooper-Hewitt National Design Awards.

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