Going Rogue
Going Rogue is hosted by Jill Demling, former Entertainment Director of Vogue, who shares an insider's view of fashion, celebrity, and media. Drawing on nearly two decades at Vogue, she recounts booking nearly 300 covers and the stories behind iconic images. The podcast features backstage tales from photographers, stylists, writers, and celebrities about shoots that almost didn't happen and the drama behind memorable moments. It is framed not as an exposé but as a celebration of the creative people who shaped pop culture and fashion.
Episodes
Edward Enninful on Building EE72, Six Rihanna Covers, and Life After British Vogue
Jill sits down with Edward Enninful, the former British Vogue editor-in-chief who left the top of the masthead to build his own house. One year into EE72, the media and entertainment company he founded with his sister Akua, Enninful closes out 72 Magazine's first year with Rihanna on the cover, their sixth collaboration across W, British Vogue, and now 72. He and Jill trace their shared history f
"Channel Your Best Andrea Sachs": Six Real Assistants of Vogue
With The Devil Wears Prada 2 hitting theaters this week, Jill pulls together moments from six former guests who actually lived the job, assisting Anna Wintour, André Leon Talley, Tonne Goodman, and Vogue's other most demanding desks. Leslie Fremar (yes, the real Emily), Brian Coats, Gabriella Karefa-Johnson, Edward Barsamian, Andrew Bevan, and Karla Martínez de Salas on the 18 trunks through custo
The Devil Wears Prada: A Book, Two Movies, and Jill Demling
In a role reversal, Ned Martel takes the mic to interview Jill about her two decades at Vogue, timed to the release of The Devil Wears Prada 2. As the assistant who hired Lauren Weisberger, and the woman who turns up on page 21 of the novel, Jill has a firsthand stake in a story the culture keeps retelling. She walks Ned through the day the galley arrived, Anna's pivot from private hurt to public
(From the archive) Celebrity Whisperer: Jonathan Van Meter pulls back the curtain on his extraordinary career interviewing Hollywood's elite.
(From the archive)
Jill chats with legendary journalist Jonathan Van Meter, whose byline has graced the pages of Vogue, Vanity Fair, and The New York Times. Jonathan pulls back the curtain on his extraordinary career interviewing Hollywood's elite—from emotional exchanges with Angelina Jolie to unforgettable moments with Jennifer Aniston and Lady Gaga.
From his humble beginnings studying theater
Priyanka Chopra Jonas on Bollywood, Hollywood, and the Long Road to Quantico
In the Season one finale of Going Rogue, Jill Demling is joined by co-host Edward Barsamian to talk with Priyanka Chopra Jonas during her press tour for The Bluff, discussing her "pirate core" fashion choices, including wearing a customized film breastplate on the red carpet. Priyanka reflects on learning confidence through her parents' emphasis on agency, her military-family upbringing, and exper
From Met Gala to Vogue: Edward Barsamian's Celebrity Fashion World (rerelease)
Jill re-releases a chat with her friend and colleague Edward Barsamian to explore his fascinating decade-long journey through fashion media. Edward shares stories from his impressive career path, starting as a style director at Vogue where he closely followed airport looks and red carpet appearances of stars like Amal Clooney and Zoe Kravitz, then moving into the digital world of celebrity fashion
Trading Places as Edward Barsamian Takes the Mic to Get Jill Demling to Spill
In this special episode of Going Rogue, the tables are turned as Edward Barsamian steps in as host, putting Jill in the guest seat for an unscripted conversation. The two first met on a Vogue shoot with Blake Lively in 2009 and worked together for six years at the magazine. Less than a year into launching Going Rogue, Jill steps away from behind the microphone to share her own story, from her unco
The Education of a Stylist: Natasha Royt on Vogue, Instinct, and Going Solo
Jill sits down with stylist Natasha Royt, who cut her teeth under two of fashion's most formidable editors, Phyllis Posnick and Camilla Nickerson. Natasha takes us inside her years at Vogue, where she worked alongside photographers Irving Penn and Helmut Newton, and opens up about the long process of stepping out from under those towering influences to develop a creative identity of her own. She t
Inside Supermodel Karen Elson's World: Legendary Collaborations and Creative Rebellion
Karen Elson shares her remarkable journey from an unconventional supermodel to a musician, activist, and aspiring actor. Known for her signature pale skin, red hair, and unique beauty, Karen made waves in the fashion industry by gracing over 30 international Vogue covers and walking the runways for major designers like McQueen, Chanel, and Versace. She discusses her early struggles with bullying a
Breaking Boundaries: Nicola Formichetti on Fashion, Gaga, and Fearless Creativity
Jill sits down with visionary creative director Nicola Formichetti for an conversation about his journey through the fashion world. Known for his work with Lady Gaga, his tenure at Diesel, and his current role at MAC Cosmetics, Nicola opens up about the experiences that shaped his approach to fashion and creativity.
Nicola takes us back to his early days exploring the flea markets of Rome and trac
A Conversation with Stefan Beckman: Building Fashion's Iconic Worlds
Jill chats with Stefan Beckman, one of fashion's most influential set designers. Over 25 years, Beckman has created unforgettable environments for Marc Jacobs, Chanel, Prada, and Louis Vuitton while collaborating with photography icons Steven Meisel, Peter Lindbergh, Steven Klein, Tim Walker, Craig McDean, Herb Ritts, and Fabian Baron.
Stefan traces his path from theater and film school to becomin
Writer and Editor Ned Martel on Two Groundbreaking Magazines: George with JFK Jr. and Men's Vogue with Jay Fielden
Jill sits down with writer and editor, Ned Martel, who shares his experiences working with two of the most daring magazine experiments of our time, George Magazine with John F. Kennedy Jr., and Men's Vogue under Jay Fielden. What made these publications revolutionary, the cultural and creative challenges they faced, and the eventual shuttering of both titles. Martel also opens up about the persona
Fashion's Invisible Hand: A Conversation with Paul Cavaco
For over four decades, Paul Cavaco has been fashion's invisible hand, the editor who shapes the iconic images we see but rarely thinks about who made them possible. In this episode, Jill sits down with Paul to talk about his work at Harper's Bazaar, Vogue, and Allure, and what it takes to create images that actually mean something. He shares stories about collaborating with photographers like Rich
Revisiting Tonne Goodman's Vogue Legacy
Note: This re-released episode from June 2025 features Tonne Goodman, longtime fashion director at American Vogue who styled over 200 covers, most with Jill. Tonne witnessed fashion's seismic shift from photographer-first covers to celebrity-driven ones, working under Liz Tilberis at Harper's Bazaar and Anna Wintour at Vogue. This episode returns now because next week's guest, Paul Cavaco, shares
The Making of Makeup Artist Francelle Daly, A Story of Passion and Perseverance
Jill chats with Francelle Daly, a renowned New Orleans-born makeup artist whose journey to the top was fueled by pure hustle and determination. Beginning her career at the Saks makeup counter, Francelle quickly scaled the ranks, working on sets with legendary photographers like Annie Leibovitz and Craig McDean. Francelle shares the story of her unconventional path, her resilience in the face of in
Inside Nick Knight's Vision: The Past, Present, and Future of Fashion Imagery
Join Jill for a conversation with iconic image maker Nick Knight. For over 40 years, Knight has redefined fashion imagery, working with i-D, Vogue, and W. From documenting street culture and collaborating with Yohji Yamamoto, Linda Evangelista, and British Vogue to founding SHOWstudio and creating projects with Alexander McQueen, Björk, Lady Gaga, and Kanye West, Knight has transformed how fashion
Master Hairstylist Garren on Five Decades of Fashion, From Avedon to Instagram
Jill talks with Garren, the legendary hairstylist who shaped fashion history over five decades. From his modest beginnings in a basement salon in Niagara Falls to becoming a fixture at Bergdorf Goodman and a trusted creative partner to photographers like Irving Penn, Richard Avedon, and Steven Meisel, Garren's journey is nothing short of extraordinary. They explore his work on transformative looks
Versha Sharma Revisited: What Disappeared When Teen Vogue Was Folded
Note: This is a re-released episode from June 2025. When Jill sat down with Versha Sharma, she was Editor-in-Chief of Teen Vogue. Since then, Condé Nast has folded Teen Vogue into vogue.com, eliminating the masthead entirely. Sharma's job and the editorial identity she built were swept away in that restructuring, which is exactly why this conversation feels even more relevant now.
Jill sits down
Steven Klein on Breaking Rules, Beauty, and His Vogue Legacy
Jill speaks with iconic artist and photographer Steven Klein for an intimate exploration of his groundbreaking career. Renowned for his transgressive, culturally resonant imagery, Klein discusses his new book 'Steven Klein Vogue,' which chronicles two decades of boundary-pushing work within mainstream fashion photography. The conversation traces his journey from his Rhode Island upbringing through
From Bloomingdale's Windows to Vogue's Inner Circle with Candy Pratts Price
Jill chats with legendary fashion insider Candy Pratts Price, whose decades-long career has left an indelible mark on the industry. From revolutionizing Bloomingdale's windows to pioneering digital fashion journalism at style.com to serving as Anna Wintour's right hand at Vogue, Candy has been a transformative force behind fashion's biggest cultural moments. She shares her journey from Washington
Jawara Wauchope on Representation and Hair Artistry
Jill talks with Jawara Wauchope about his journey, whose passion for hairstyling began at age six, sweeping floors in a Kingston salon and eventually transforming his sister into a music video muse. Born in Brooklyn and raised in Jamaica until he was ten, Jawara returned to Queens and pursued an unconventional path through salon apprenticeships and the Fashion Institute of Technology (FIT). After
Mickey Boardman: The Man Who Shaped Paper Magazine
Jill chats with Mickey Boardman, also known as Mr. Mickey, the cultural tastemaker and heart of Paper Magazine for the past three decades. From his beginnings as a kid in suburban Illinois obsessed with glamor to becoming New York's most beloved cultural tastemaker, Mickey shares his journey, including insights into the famous Kim Kardashian 'Break the Internet' cover, his unique editorial vision,
From Chicago's South Side to Fashion's Top: Law Roach's Story
Jill welcomes Law Roach, the visionary stylist who transformed Zendaya into a fashion icon. As the first Black stylist to top the Hollywood Reporter's power list and win the CFDA's Inaugural Stylist Award, Law traces his evolution from Chicago's South Side to founding Deliciously Vintage to becoming one of fashion's most influential voices. He reveals the psychology driving his distinctive styling
Legendary Hair Artist Julien d'Ys Turns Hair into Art, History, and Poetry
Jill welcomes a pioneering hair artist whose work has shaped the industry for almost forty years. Julien d'Ys has graced the pages of Vogue, styled iconic supermodels, and showcased his artistry at the Met Costume Institute in New York. Celebrated for transcending conventional boundaries, Julien has elevated hair into an art form that fuses fantasy, historical references, and sculptural vision. Ju
From Club Kid to Pop Culture Kingpin: Drew Elliot's Blueprint for Breaking the Internet
Jill chats with Drew Elliot, the visionary cultural architect who transformed entertainment media from the inside out. From his roots as an entertainment-obsessed kid in Indiana to becoming the creative force who popularized "Break the Internet" and turned it into a cultural phenomenon, Drew's journey is a masterclass in cultural disruption.
Explore Drew's groundbreaking tenure at Paper Magazine,
Gucci Westman: From Hollywood Makeup Artist to Beauty CEO - An Inside Look
Jill chats with renowned makeup artist and CEO Gucci Westman. Gucci shares her journey from her unique upbringing on a California ashram to becoming one of Hollywood's most sought-after makeup artists, working with directors like David Lynch and Michael Bay. They discuss her breakthrough into high-fashion covers and editorial spreads, a pivotal move propelled by Grace Coddington, and her successfu
From Vogue's Legendary Closet to Styling Stardom: The Brian Coats Story
Jill welcomes the always charming Brian Coats, affectionately known as "the boy in the closet," for an intimate conversation about his remarkable journey through fashion's most prestigious corridors.
Brian's fashion odyssey began in 1996 as an assistant at Vogue Magazine, where he commanded the legendary fashion closet and collaborated with the incomparable Andre Leon Talley. Together, they unpack
From Mrs. Astor to Anna Wintour: Billy Norwich's New York
Step into the world of Billy Norwich in this second part of an intimate and expansive conversation with Jill. Billy reflects on his career spanning decades, including his work as a gossip columnist for the New York Daily News and the New York Post, and his editorial roles at Vogue and other prestigious publications. As someone uniquely positioned at the intersection of old New York and new New Yor
Behind New York's Velvet Rope: An Intimate Conversation with Billy Norwich
Jill sits down with the incomparable Billy Norwich for an intimate conversation about his remarkable 40-year reign chronicling New York society, from dishing gossip at the Daily News and Post to his glamorous two decades shaping stories at Vogue. Billy spills on his storytelling philosophy, shaped by Anna Wintour's advice to "edit your life" and his personal theory of the "anthropology of style."
No Mood Boards, No Rules, Just Dick Page
Jill sits down with renowned makeup artist Dick Page, whose rebellious approach to beauty has left an indelible mark on fashion's visual landscape. Known for his mantra that "makeup should be fun, not a chore," Dick shares his unconventional philosophy that sees makeup as a creative canvas rather than a corrective tool.
Dick opens up about his unexpected beginnings—from fascination with the varyin
From Met Gala to Vogue: Edward Barsamian's Celebrity Fashion World
Jill sits down with her friend and colleague Edward Barsamian to explore his fascinating decade-long journey through fashion media. Edward shares stories from his impressive career path, starting as a style director at Vogue where he closely followed airport looks and red carpet appearances of stars like Amal Clooney and Zoe Kravitz, then moving into the digital world of celebrity fashion coverage
Rebel with a Cause: Christiaan, The Hairstylist Who Changed Everything
Jill sits with Christiaan, the legendary hairstylist who has shaped the beauty industry for over five decades. Known for creating iconic looks including Debbie Harry's signature shag and Grace Jones' striking flat top, Christiaan is also credited with inventing the revolutionary undercut years before it became mainstream. His distinguished career includes collaborations with renowned photographers
Capturing Iconic Moments: A Conversation with Mark Seliger
Jill sits down with legendary photographer Mark Seliger to hear how he went from small-town Amarillo, Texas, to defining rock and roll imagery for an entire generation. As Rolling Stone's chief photographer for a decade, Mark shot an incredible 188 covers and opens up about his tricks for catching those real, unguarded moments that make his photos so striking. He talks about making the leap to New
Karla Martínez de Salas: Breaking Cultural Barriers One Vogue Cover at a Time
Jill welcomes Karla Martínez de Salas, the Editor-in-Chief of Vogue Mexico and Vogue Latin America. Karla’s illustrious fashion journey began at Vogue as a fashion assistant at American Vogue in 2002. Today, she holds a prominent position at the helm of Vogue's Latin American editions. Karla shares her experiences growing up in a bicultural environment in El Paso, Texas, and how her fascination w
Grace Coddington: The Eye Behind the Image
Grace Coddington doesn't just style pictures, she builds worlds. In this rare and unfiltered conversation, the legendary creative director sits down with Jill and longtime friend Karen Mulligan to talk about the images that defined her and the ones that almost broke her.
From her early modeling days and Beatrix Miller's British Vogue to the Anna Wintour era in New York, Grace reflects on a care
Mark Healy: Inside Condé Nast's Golden Era
Jill visits with Mark Healy, an experienced editor and writer recognized for his sharp insights into media influence and power dynamics. Together, Jill and Mark reminisce about their days at Condé Nast during what many regard as the company's golden age. They reflect on Condé Nast's unmistakable company ethos, from its unwritten codes of conduct like elevator silence to the subtle markers of hiera
Behind the Scenes with Mary Howard: Fashion's Master Set Designer
Jill is joined by Mary Howard, a renowned set and production designer celebrated for crafting captivating, detailed environments for top fashion photographers. Mary traces her unconventional path from junior tennis player and art student in New Orleans to working alongside industry legends like Annie Leibovitz, Steven Meisel, and Steven Klein. She reveals her creative methodology for bringing conc
Stars, Stages, and Awkward Interviews: Adam Green's Tales
Adam Green joins Jill to explore his evolution from screenwriter to Vogue's acclaimed theater critic. As the son of Broadway royalty Phyllis Newman and Adolf Green, he brings unique perspective to profiling entertainment's biggest names. Green shares intimate glimpses from his celebrity interviews, including a cringe-worthy childhood memory involving Bernadette Peters, the surreal experience of qu
Creating Change in Fashion with Gabriella Karefa-Johnson
Jill chats with fashion stylist Gabriella Karefa-Johnson, a fashion force who’s made it her mission to shake up the industry from the inside out. Gabriella shares her journey at Vogue from working as associate fashion editor for fashion director Tonne Goodman to becoming the first Black woman to style a Vogue cover in January of 2021 with her styling of model Paloma Elsesser. Her distinctive appro
From Faye Dunaway to Rihanna with Makeup Master Stéphane Marais
Jill sits down with renowned makeup artist Stéphane Marais for an in-depth conversation about his cinematic approach to beauty. Over his thirty-year career, Stéphane has evolved from admiring Marlene Dietrich's elegance to creating iconic looks for stars like Rihanna.
Stéphane describes his signature style as centering on character creation. His trademark smudged black eyeliner technique transform
Cowboys, Matadors, and Chanel: Andrew Bevan's Wild Ride
Jill catches up with Andrew Bevan, her former assistant at Vogue who's proven that being different is the quality that would define his career. The kid from Colorado who won best dressed in high school with a style he describes as "Gene Kelly meets Winona Ryder" has always been ahead of the trend, confident in his aesthetic even when others couldn't understand it. From aspiring Broadway star to Te
Everyone Remembers Their First Time... with Anna
Before the covers, there was the interview.
In this special bonus episode of Going Rogue, Jill guides us through an oral history. Grace Coddington, Phyllis Posnick, Norman Jean Roy, and other Vogue insiders take us back to their first encounter with Anna Wintour. They might not remember what they said. But ask them what they wore? Every single detail. The Olivier Theyskens skirt they couldn't affo
From Devil's Assistant to Star Stylist: Leslie Fremar's Journey
Jill sits down with celebrity stylist Leslie Fremar for a look at her remarkable career journey, from her early days as Anna Wintour's assistant to independent celebrity styling. Leslie takes us back to what it was really like being an assistant in fashion's golden era with the countless behind-the-scenes challenges that shaped her resilience. She opens up about her styling philosophy centered on
The Versha Sharma Story Behind Teen Vogue's Evolution
Jill sits down with Versha Sharma, Editor-in-Chief of Teen Vogue, for the story of her climb to EIC at one of America's most influential youth publications. Sharma has taken the baton and is continuing Teen Vogue's mission to be more than a glossy guide to prom dresses by expanding it into a powerful platform for political discourse, social justice advocacy, and inclusive storytelling.
Drawing fro
The Art of Fashion: Tonne Goodman's Vogue Legacy
Jill talks with longtime Vogue colleague and renowned editor Tonne Goodman about her distinguished fashion career. Tonne shares her path from art school and early modeling to working with Calvin Klein before joining American Vogue, where she was mentored by the legendary Diana Vreeland. She recounts behind-the-scenes stories from high-profile celebrity shoots featuring stars like Angelina Jolie, C
The Woman Behind the Woman: Karen Mulligan's Story from Annie Leibovitz's Studio
Jill sits down with her dear friend Karen Mulligan, the woman behind the legendary photographer Annie Leibovitz. Karen started as a production assistant at Annie's studio more than 25 years ago and worked her way up to become not only Annie's studio manager, but also her agent. Anyone who knows Karen knows she is Oz, making it all happen behind the curtain. It was on their first cover shoot togeth
From Family Cuts to Vogue Covers: Orlando Pita's Self-Taught Revolution
Jill chats with renowned hairstylist Orlando Pita to discuss his remarkable journey from self-taught Cuban immigrant to influential hair designer whose work has graced iconic Vogue covers and earned a place in the Smithsonian Design Triennial. Orlando opens up about his creative process and how his unconventional training freed him to innovate in hair styling, starting with cutting his family's ha
Through the Lens: Norman Jean Roy's Journey
Renowned photographer Norman Jean Roy opens up about his unconventional journey to success, revealing how a winding path through architecture, and professional baking ultimately led him back to the camera.
Norman shares his perspective on overcoming the fear of failure, drawing from decades of photographing celebrities and models for Vogue and other publications. He explores the emotional depth re
Fashion's Visual Legacy: Phyllis Posnick on Working with Penn, Newton & Leibovitz
Jill welcomes legendary Vogue editor Phyllis Posnick for an intimate conversation about her extraordinary career that helped define fashion photography for decades. Karen Mulligan— agent and long-time studio manager for Annie Leibovitz—joins the discussion, offering insights into the collaborative process between editors and photographers. From her Long Island beginnings to becoming one of the mo
Celebrity Whisperer: Jonathan Van Meter pulls back the curtain on his extraordinary career interviewing Hollywood's elite.
Jill chats with legendary journalist Jonathan Van Meter, whose byline has graced the pages of Vogue, Vanity Fair, and The New York Times. Jonathan pulls back the curtain on his extraordinary career interviewing Hollywood's elite—from emotional exchanges with Angelina Jolie to unforgettable moments with Jennifer Aniston and Lady Gaga.
From his humble beginnings studying theater to becoming the fo
Jill explains what "Going Rogue" is all about
Welcome to the ultimate insider's guide to the world of fashion, celebrity, and media—straight from the heart of Vogue.
I’m Jill Demling and for nearly two decades I was the Entertainment Director of Vogue. I've booked over 200 American Vogue covers, 30 covers for British Vogue, and more than 50 covers worldwide. That's nearly 300 covers that shaped pop culture, defined fashion, and captured the z
