How Jessica Diehl Went From Assistant To Vanity Fair Fashion Director

Welcome Jessica Diehl! Meghan sits down with brand consultant and creative director Jessica Diehl for a long-overdue catch-up — the two haven't seen each other since a chaotic trip to Puebla right before the world shut down in 2020. What follows is one of those conversations that goes everywhere and stays interesting the whole time. Jessica's career is the stuff of fashion folklore: she bartended her way into a Marie Claire internship, worked her way up to become Grace Coddington's assistant at Vogue, spent 13+ years at Vanity Fair, and has since collaborated with nearly everyone on the A-List. She's lived through the full arc of magazine culture — and she has thoughts. They get into what real mentorship actually looks like, why any hospitality job is the most underrated training ground in any industry, and what it felt like to leave Vogue just as Vanity Fair came calling. Jessica is refreshingly self-aware about the person she used to be and equally candid about what she'd do differently now. With Devil Wears Prada 2 in theaters and the press tour breaking the internet, the timing couldn't be better for a conversation with someone who actually lived that world. This one's for anyone who's ever been an assistant, wanted to be one, or wondered what it was really like behind those doors. Clyde Confidential New Episodes Every Thursday 💻📱Follow us on our socials📱💻Instagram:  https://www.instagram.com/clydeconfidential/Tik Tok: https://www.tiktok.com/@clydeconfidentialFacebook: https://www.facebook.com/ClydeConfidential/Follow Meghan Grimm: https://www.instagram.com/meggrimm13/ Follow Clyde Staffing: https://www.instagram.com/clydestaffing/ Hollywood doesn't run on red carpets; it runs on assistants. Podcast hosted by Meghan GrimmSee omnystudio.com/listener for privacy information.