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How Are We 40?

Are You Bringing A FreshDirect Bag To David Sedaris?

This week, Tay + Whit crack open the Fall/Winter Fail Files—and take a scenic tour through all the ways they’ve been seasonally victimized. They’re revisiting their peak pick-me eras (complete with the questionable hair choices), reliving the moment Whit’s Halloween décor literally blew to shreds, and unpacking the mystery of the faux tree that showed up at Tay’s Brooklyn apartment… uninvited, unpurchased, and inexplicably on her doorstep.


It’s unfiltered, unhinged, and deeply on-brand. Welcome to the holiday meltdown.

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  • Tay + Whit's Christmas Spectacular: Pt. 1 🎁❄️✨

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    If you’ve ever said “I have nothing to wear” while standing in front of a very full closet, this one’s for you. This week, Tay + Whit are joined by stylist Caleigh O’Donnell, who helps clients identify their patterns, preferences, and core motivations—rather than just buying more clothes. Drawing on her background in anthropology, consumer insights, and design strategy, Caleigh treats getting dressed as a human-behavior problem, not a fashion one. Plus: why most style rules don’t work, how patterns show up in our closets, and why getting dressed is more about self-knowledge than shopping.
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