Anna Wintour + Vogue Deep Dive! episode artwork

EPISODE · Jul 31, 2025 · 45 MIN

Anna Wintour + Vogue Deep Dive!

from I Know You Didn't Ask with Megan O'Donnell

Anna Wintour is stepping down as the Editor-in-Chief of American Vogue—but don’t panic, the bob and the sunglasses aren’t going anywhere. In this episode, I dive deep into the not-so-quiet shake-up at Condé Nast, what it means for the fashion bible we grew up worshiping, and why this timing feels very sus (looking at you, Lauren Sánchez cover).I reflect on my own time working at CNÉ, the influence it's had on generations of fashion girls (and Marshalls shoppers with expensive taste), and the legacy of Wintour’s reign—from putting jeans on the cover in 1988 to launching the grunge wave with Kate Moss. We talk about The September Issue, The Devil Wears Prada, and all the eyebrow-raising cover controversies in between.Plus: who's next in line for the Vogue throne? Is it Hamish Bowles? Law Roach? A safe influencer girlie? Or will they go full corporate with Derek Blasberg? I get into all of it—with a touch of sass and reverence, of course.Listen to I Know You Didn't Ask wherever you listen to podcasts! Let's connect - follow on Instagram, Facebook & TikTok! Email me at [email protected] to say hi :) If you’re enjoying the show, please leave a 5 ⭐️ review on Apple Podcasts — it really helps!Support this show http://supporter.acast.com/bravo-happy-hour. Hosted on Acast. See acast.com/privacy for more information.

Anna Wintour is stepping down as the Editor-in-Chief of American Vogue—but don’t panic, the bob and the sunglasses aren’t going anywhere. In this episode, I dive deep into the not-so-quiet shake-up at Condé Nast, what it means for the fashion bible we grew up worshiping, and why this timing feels very sus (looking at you, Lauren Sánchez cover).I reflect on my own time working at CNÉ, the influence it's had on generations of fashion girls (and Marshalls shoppers with expensive taste), and the legacy of Wintour’s reign—from putting jeans on the cover in 1988 to launching the grunge wave with Kate Moss. We talk about The September Issue, The Devil Wears Prada, and all the eyebrow-raising cover controversies in between.Plus: who's next in line for the Vogue throne? Is it Hamish Bowles? Law Roach? A safe influencer girlie? Or will they go full corporate with Derek Blasberg? I get into all of it—with a touch of sass and reverence, of course.Listen to I Know You Didn't Ask wherever you listen to podcasts! Let's connect - follow on Instagram, Facebook & TikTok! Email me at [email protected] to say hi :) If you’re enjoying the show, please leave a 5 ⭐️ review on Apple Podcasts — it really helps!Support this show http://supporter.acast.com/bravo-happy-hour. Hosted on Acast. See acast.com/privacy for more information.

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Anna Wintour + Vogue Deep Dive!

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This episode is 45 minutes long.

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This episode was published on July 31, 2025.

What is this episode about?

Anna Wintour is stepping down as the Editor-in-Chief of American Vogue—but don’t panic, the bob and the sunglasses aren’t going anywhere. In this episode, I dive deep into the not-so-quiet shake-up at Condé Nast, what it means for the fashion bible...

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