Debbie Millman

Things Debbie Says on Podcasts

Host of the podcast Design Matters; Chair, SVA Masters in Branding; Editorial Director, PrintMag.com; Harvard Business School Executive Fellow; Joyful Heart Board Member

Where to Find Them

Debbie Millman writes The Crazy One , writes Coffee N° 5 with Lara Schmoisman , writes Poor Man's Feast , hosts Design Nerds Anonymous and writes Beyond with Jane Ratcliffe . They have also been a guest on Hello Monday with Jessi Hempel (4 times) , The Tim Ferriss Show (3 times) , TruthWorks , Radical Candor: Communication at Work , The Learning Leader Show With Ryan Hawk , The Ezra Klein Show , Design Better , Worklife with Molly Graham , The Blog of Author Tim Ferriss , Freakonomics Radio , The Marketing Millennials and Front and Center . They also write for Debbie Millman on Substack.

Recently: “Is the World Getting Uglier?” on The Ezra Klein Show (October 2026); “How to Reinvent Yourself and Make Bold Moves — Decisive Stories from Matthew McConaughey, Steve Young, Samin Nosrat, and More (#879)” on The Blog of Author Tim Ferriss (August 2026); “#879: How to Reinvent Yourself and Make Bold Moves — Decisive Stories from Matthew McConaughey, Steve Young, Samin Nosrat, and More” on The Tim Ferriss Show (August 2026); “The Formula for Standing Out in the Age of Infinite Content, with Debbie Millman & Christina Bottis | Ep. 430” on The Marketing Millennials (July 2026); “Burger King & Star Wars Branding Expert Said NO TO THE CEO JOB! - Debbie Millman” on TruthWorks (April 2026); “Care of Self and Care of Others: A Conversation with Debbie Millman” on Beyond with Jane Ratcliffe (March 2026).

What They Said

“Years ago, my father decided that he was no longer going to wear Ralph Lauren polo shirts because he didn't want to be a walking billboard for the brand. … He put a flag pin over the logo. I'm like, dad, you just exchanged one logo for another.” — Debbie Millman, The Ezra Klein Show

The host suggests people now choose bland clothes and homes so that nobody judges them. Millman doubts that's possible and argues that refusing to send a signal is still a deliberate choice that signals something. The story about her father is her example.

The Ezra Klein Show · 2026-10-02 Permalink → Listen →
The Ezra Klein Show Around 39:02 into the episode
Debbie Millman

Right.

Max Brown

…fashion can be polarizing and design can be polarizing versus do you have a society that in some cultural way has become less comfortable with that, right? People in it do not want to expose themselves to judgment. They want to be looked at, judged as acceptable and have the gaze fall off of them.

Debbie Millman

I don't know if that's possible, Ezra. And even when someone takes a stance against being obvious or loud, that choice is still a choice. It's still a deliberate decision. Years ago, my father decided that he was no longer going to wear Ralph Lauren polo shirts because he didn't want to be a walking billboard for the brand. Okay. What did he do? I can't even say this with a straight face. He put a flag pin over the logo. I'm like, dad, you just exchanged one logo for another. Now you are representing the United States on your shirt, on your polo shirt. He didn't want to buy new ones. So he replaced the logo, he put the covered up the logo, the polo logo with a flag. As soon as you see that flag, it signifies…

Max Brown

In a way, I'm not sure people mean that much by the Ralph Lauren brand, so it may not be a great example. But when people put a flagpin on now, like particularly in like the post-9-11 world and in that period. It was a very, very, very specific kind of statement about yourself that maybe it…

Debbie Millman

You're talking about the sort of emotional resonance being different between Ralph Lauren and a flagpen.

Max Brown

No, what I'm talking about here, what I think I'm talking about here, is that the logic of branding, we have become so used to thinking of it as branding, as corp, like the thing corporations are trying to do with it, that even when the symbol is coming out of a non-commercialized sphere, a sphere…

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