Vogue: Chloe Malle and Anna Wintour's awkward interview

They introduce the viral Vogue sit-down and frame it as a cultural example of generational office tensions.

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Episode notes

It’s Friday, and it’s a news-free zone. Breathe out, friends, and let’s kick off with a splash of skincare nepotism — Gwyneth Paltrow’s daughter Apple is sharing how Mum asked all her “Goopy” friends to help fix her teenage acne and honestly, haven’t we all?

Also, iconic magazine editor Anna Wintour just sat down with her successor, Vogue Content Director Chloe Malle, and served up a deeply awkward masterclass in 'Boomer vs. Millennial' work ethic clash. So, who wants to pay everyone 30 per cent more?

Is it ever okay to mention your food intolerance on a first date? What about your ex? What about your mother? And who the hell does pay, in 2026? The New York Times has dropped a new set of 'Dating Rules'. Some are genius, some are unhinged, and yes, we have thoughts.

And finally, we tackle a domestic mystery as old as time: Are you a box-flattener or are you... normal?

Plus, recommendations. Jessie Stephens has a very helpful robot for you. Clare Stephens wants to help you unlock creativity (it's a new year, fire horses) and Holly Wainwright wants to show you her new pants.

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Recommendations

Clare recommends The Writer's Studio which offers courses for aspiring writers.

Holly recommends the jersey barrel leg pants from Uniqlo

In a turn of events, Jessie is recommending Chat GPT (we're shocked too) for anybody who needs some design help when moving house.

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What to read:

Andrew Mountbatten-Windsor is the first British royal arrested in almost 400 years. Here's everything we know.
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CREDITS:

Hosts: Clare Stephens, Jessie Stephens & Holly Wainwright

Group Executive Producer: Ruth Devine

Executive Producer: Sasha Tannock

Audio Producer: Leah Porges

Video Producer: Josh Green