Going Rogue

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...

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...

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...

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."...

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...

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...

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...

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...

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 wi...

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 career...

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...

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...

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...

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...

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...

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...

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 aff...

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...

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...

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...

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...

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...

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...

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 mos...

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 foun...