Ep. 312: Brenda Cullerton: Fashion Insider, Viral Comedian & Jay-Z Superfan on Reinventing Yourself at 75

E312 - Ep. 312: Brenda Cullerton: Fashion Insider, Viral Comedian & Jay-Z Superfan on Reinventing Yourself at 75

Published: September 14, 2026

Duration: 1:06:38

Zach sits down with writer, fashion industry veteran, and unlikely viral sensation Brenda Cullerton — a woman who spent decades writing for major publications and working alongside Anna Wintour before reinventing herself as an internet personality in her seventies. They cover Brenda's accidental path to virality through TikTok's "subway takes" and her Instagram series "I Don't Know," her solo show "Jay-Z and Me" (born from a concert injury and staged at the Edinburgh Fringe), her stand-up comedy bombing stories, and her decades of friendships in gay fashion circles. The conversation turns candid on New York's gentrification, the generational divide in ho...