WWW20 Presents: How "Accidental" Stylist Jason Bolden Became the Go-To for Everyone From Nicole Kidman to Cynthia Erivo

This month marks Who What Wear's 20th anniversary! To celebrate, we're spending all of October with guests who have left an indelible mark on the fashion-and-beauty world and grown up alongside us over the past two decades.

This week, Hillary is joined by one of the most influential celebrity stylists working today: Jason Bolden. Bolden actually started styling "accidentally" back in 2011 after his good friend Gabrielle Union asked for help finding a look for an event. Today, he is a widely celebrated celebrity stylist who works with A-listers such as Nicole Kidman, Cynthia Erivo, Michael B. Jordan, and many more. He chats all about crafting his buzziest looks—from Kidman at the 2026 Met Gala to Erivo's jaw-dropping Wicked press-tour wardrobe. Plus, he shares his dream styling clients.

Watch this episode on our newYouTube channel (youtube.com/@WhoWhatWearPodcast), and be sure to subscribe!