“Never become a lawyer.”
A mentor delivers an unexpected ultimatum.
Design Matters with Debbie Millman
May 18, 2026 · 47 min · 16 segments
Bobby Hundreds is a designer, writer, and co-founder of the pioneering streetwear brand The Hundreds, and currently serves as Global Creative Director at Disney Consumer Products. Recorded live at…
[Cheering]
He's the OG co-founder of The Hundreds, a pioneering streetwear brand that really has helped redefine the relationship between fashion, storytelling, and community.
And over the past two decades, his work has expanded beyond apparel into publishing cultural commentary.
[Cheering] [clapping]
I have spent the last two weeks immersed in his world, and I can't wait to share it with you all.
Please join me in welcoming Bobby Hundreds for a very special live episode of Design Matters here at Canva Create.
[Cheering] [clapping]
[Cheering]
He's the OG co-founder of The Hundreds, a pioneering streetwear brand that really has helped redefine the relationship between fashion, storytelling, and community.
And over the past two decades, his work has expanded beyond apparel into publishing cultural commentary.
[Cheering] [clapping]
I have spent the last two weeks immersed in his world, and I can't wait to share it with you all.
Please join me in welcoming Bobby Hundreds for a very special live episode of Design Matters here at Canva Create.
[Cheering] [clapping]
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3 of 10
“Never become a lawyer.”
A mentor delivers an unexpected ultimatum.
Do what lights you up
He’s urged to follow obvious passion.
Why representation equals belonging
He connects characters to human worth.
+7 more clips · 11 min 26 sec of audio in all
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