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 York society, Billy shares fascinating encounters with figures ranging from Mrs. Astor to Malcolm Forbes, offering a rare perspective on the evolution of high society. Hear about his personal anecdotes involving colorful characters like Donald Trump, Kim Kardashian, and John F. Kennedy Jr., and get a glimpse into the changing landscape of journalism and fashion. Billy shares heartfelt stories, including his experiences with significant figures like Liz Smith and Evelyn Lauder, and opens up about his deep, enduring friendship with Anna Wintour that has shaped both his personal and professional life. He discusses his novels 'Learning to Drive' and 'My Mrs. Brown,' navigating relationships, the impact of life events on his work, and finding meaning in the objects and memories that surround him. This part continues a thoughtful exploration of legacy, memory, and storytelling, offering unique insights from a man who has witnessed the transformation of New York's social fabric and continues to find joy and purpose in his journey. Follow on Instagram and Threads at @goingrogue.podcast and @jilldemling Follow on Bluesky Follow on TikTok Send us your questions or comments by calling us at 518-21-ROGUE
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." The conversation takes a very personal turn as Billy opens up about losing his father at nine and mother by nineteen. These heartbreaking losses could have destroyed him but instead deepened his determination. He found his chosen family among industry powerhouses like the iconic gossip columnist Liz Smith, who didn't just mentor him—she masterminded his transformation from Billy Goldberg to Billy Norwich, a reinvention that still stirs complex emotions. Billy shares unforgettable stories, from his exclusive scoop on Caroline Kennedy's engagement to surviving the cutthroat world of high-stakes fashion events and A-list encounters. His insider perspective reveals the artful dance between professional curiosity and personal discretion that made him the trusted confidant of New York's elite. Through candid anecdotes and hard-earned wisdom, this intimate conversation paints a portrait of New York society while sharing Billy's personal journey of resilience and reinvention. Whether you're interested in gossip journalism's inner workings, New York’s high society dynamics, or one man's story of finding family and purpose after profound loss, you won't want to miss this unguarded exchange. For a who's who of everyone mentioned in this episode CLICK HERE Follow on Instagram and Threads at @goingrogue.podcast and @jilldemling
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 varying shades of red he observed working in a slaughterhouse as a teenager, to his journey through London's photo processing labs in the early '90s before landing in New York. Without formal training but armed with determination, he began collaborating with legendary photographers like Juergen Teller and Corinne Day, eventually catching the eye of Calvin Klein. Through candid conversation, Dick reflects on the pivotal relationships that shaped his career. Working alongside Melanie Ward, David Sims, and Kate Moss, and developing close collaborations with photographers Jamie Hawkesworth, Inez & Vinoodh, and Bruce Weber. He reveals why he prefers natural light, dismisses mood boards, and embraces the collaborative spirit that defines his work. At the heart of Dick's philosophy is an appreciation for makeup's ephemeral nature. "Makeup is ephemeral...the beauty of it, the freedom of it, is that it doesn't last," he explains, embracing a Zen-like acceptance of impermanence that challenges an industry often obsessed with perfection. Follow on Instagram and Threads at @goingrogue.podcast and @jilldemling Follow on Bluesky Follow on TikTok Send us your questions or comments by calling us at 518-21-ROGUE
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. The conversation covers Edward's early Vogue years, his time at Gilt Group and The New York Times Style Magazine, and his return to Vogue in a major digital position. Edward recounts his experiences at glamorous events like the Golden Globes and Met Gala, where he interviewed celebrities and helped drive the digital transformation of fashion reporting. He reflects on the changing landscape of fashion media while sharing behind-the-scenes moments with high-profile figures including Kim Kardashian, Rihanna, and Kendall Jenner. Later, as Edward moved to Victoria Beckham, he opens up about the unique challenges of bringing a brand's voice to life across digital channels. This episode delivers practical career insights, observations on fashion's evolution, and solid advice for newcomers to the field. Perfect for fashion lovers and anyone interested in breaking into the industry. Follow on Instagram and Threads at @goingrogue.podcast and @jilldemling Follow on Bluesky Follow on TikTok Send us your questions or comments by calling us at 518-21-ROGUE Going Rogue is produced by Jill Demling and Maddie Kelly, who also serves as our social media director. Matty Rosenberg is the executive producer Be sure to follow Going Rogue on your favorite podcast platform. Going Rogue is part of the Radio Free Rhinecliff media network.
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 Arthur Elgort, Peter Lindbergh, Richard Avedon, Irving Penn, and Mario Testino, while styling supermodels Naomi Campbell, Christy Turlington, and Linda Evangelista for leading publications like Vogue and Harper's Bazaar. Christiaan's remarkable journey began in a small Dutch village, working in his father's barbershop, and led him through military service in the Marines to eventually becoming creative director at Bergdorf Goodman. His path to success was marked by pivotal moments and chance encounters that opened doors to working with influential fashion editors including Polly Mellon and Phyllis Posnick. The precision and discipline learned during his military service proved instrumental in developing his meticulous approach to hair artistry. In this candid conversation, Christiaan discusses the evolution of beauty standards, his philosophy of prioritizing client comfort over fleeting trends, and his experiences working with fashion icons who revolutionized the industry. He offers insights into the creative process behind his most memorable work and reflects on how his approach to hair styling has contributed to changing perceptions of beauty and self-expression. The episode provides a comprehensive look at a career that has not only created stunning visual moments but has fundamentally influenced how we understand hair as an art form. Follow on Instagram and Threads at @goingrogue.podcast and Send us your questions or comments by calling us at 518-21-ROGUE
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 York City in 1984, the photographer friends who helped him along the way, and landing those career-defining Rolling Stone gigs. You'll hear about his iconic shots including Kurt Cobain's final portraits and Jerry Seinfeld's Wizard of Oz farewell, plus when he took his talent to Condé Nast, where he worked with bigger budgets and was able to bring his vision to a wider audience. Mark shares stories from shoots with everyone from Barack Obama to the Dalai Lama, breaking down how he finds that vulnerable, authentic moment in each person. He also drops some solid advice for photographers just starting out. It's a captivating dive into the stories and skills behind some truly legendary images. Follow on Instagram and Threads at @goingrogue.podcast and @jilldemling Follow on Bluesky Follow on TikTok Send us your questions or comments by calling us at 518-21-ROGUE Going Rogue is produced by Jill Demling and Maddie Kelly, who also serves as our social media director. Matty Rosenberg is the executive producer Be sure to follow Going Rogue on your favorite podcast platform. Going Rogue is part of the Radio Free Rhinecliff media network.
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 with fashion and journalism started at a young age. She discusses the differences between Vogue Mexico and Vogue Latin America, including the logistical and cultural variations they navigate each month. Karla also reflects on her time at various fashion institutions, from her internships to working at The New York Times Style Magazine and Interview Magazine. She sheds light on the importance of representation and diversity, notably her achievement of featuring the first indigenous woman on the cover of Vogue. Throughout the discussion, Karla emphasizes the vital role of family support, hard work, and staying grounded, even while managing an expansive career and raising her twins. Follow on Instagram and Threads at @goingrogue.podcast and @jilldemling Follow on Bluesky Follow on TikTok Send us your questions or comments by calling us at 518-21-ROGUE Going Rogue is produced by Jill Demling and Maddie Kelly, who also serves as our social media director. Matty Rosenberg is the executive producer Be sure to follow Going Rogue on your favorite podcast platform. Going Rogue is part of the Radio Free Rhinecliff media network.
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 shaped by instinct, irreverence, and one very iconic hairdo. She revisits the chaos of the Wizard of Oz shoot with Keira Knightley, the comic genius of Ben Stiller's Funny Face spoof, and the time Sean “Diddy” Combs and Kate Moss tested her patience (and her vision) on set. She goes deep on her collaborations with Steven Klein, Peter Lindbergh, and Annie Leibovitz, breaking down the creative friction, trust, and unspoken language behind some of Vogue's most unforgettable fashion stories. Now in her "post-Vogue" chapter, Grace opens up about drawing, pottery, Louis Vuitton, and why she'll never stop telling stories through style. This is Grace Coddington like you've never heard her: intimate, hilarious, and still rogue after all these years. Follow on Instagram and Threads at @goingrogue.podcast and @jilldemling Follow on Bluesky Follow on TikTok Send us your questions or comments by calling us at 518-21-ROGUE Going Rogue is produced by Jill Demling and Maddie Kelly, who also serves as our social media director. Matty Rosenberg is the executive producer Be sure to follow Going Rogue on your favorite podcast platform. Going Rogue is part of the Radio Free Rhinecliff media network.
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 hierarchy and achievement. They also trace Mark's career trajectory beginning with his early role at Playboy through his transformative work at Details and GQ, where he helped reshape both magazines' identities. Mark shares how Details positioned itself as GQ's rebellious counterpart, embracing a grittier, more youthful aesthetic. They delve into major industry transformations, particularly how digital media and the shift from model-focused to celebrity-driven covers revolutionized publishing. Following his Condé Nast years, Mark describes his transition to Men's Journal and subsequent projects, stressing how vital flexibility has become in today's media environment. Mark explains his latest project, 'The Nasty,' a short oral history podcast of Condé Nast through candid interviews with former staffers. Follow on Instagram and Threads at @goingrogue.podcast and @jilldemling Follow on Bluesky Follow on TikTok Send us your questions or comments by calling us at 518-21-ROGUE Going Rogue is produced by Jill Demling and Maddie Kelly, who also serves as our social media director. Matty Rosenberg is the executive producer Be sure to follow Going Rogue on your favorite podcast platform. Going Rogue is part of the Radio Free Rhinecliff media network.
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 conceptual visions to life in three dimensions, emphasizing how every small element matters in her designs. Mary reflects on formative experiences building elaborate Mardi Gras floats and working on the Macy's Thanksgiving Parade, which developed her production expertise. She recounts standout Vogue projects including the Edith Wharton series, Romeo and Juliet shoot, and a 'Shape of Water'-inspired shoot featuring Mia Goth, describing the complexities of coordinating intricate sets alongside animals and props. Looking ahead, Mary weighs in on how AI might reshape set design while offering guidance to newcomers in the field, stressing the value of flexibility, modesty, and genuine enthusiasm for the craft. Follow on Instagram and Threads at @goingrogue.podcast and @jilldemling Follow on Bluesky Follow on TikTok Send us your questions or comments by calling us at 518-21-ROGUE Going Rogue is produced by Jill Demling and Maddie Kelly, who also serves as our social media director. Matty Rosenberg is the executive producer Be sure to follow Going Rogue on your favorite podcast platform. Going Rogue is part of the Radio Free Rhinecliff media network.
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 questioning Cate Blanchett during an eccentric theatrical production, and the complexities of a challenging sit-down with Vanessa Redgrave. The conversation takes a playful turn as Jill prompts Adam to evaluate how Hollywood stars like Amanda Peet, Jake Gyllenhaal, and Sienna Miller fared in their Broadway debuts. Throughout the interview, Green dispenses wisdom for emerging writers, stressing the value of networking, seizing unexpected chances, and finding the sweet spot between maintaining professional boundaries and fostering genuine rapport with interview subjects. His unvarnished observations provide equal parts amusement and professional counsel, informed by extensive experience at the crossroads of journalism and entertainment. Follow on Instagram and Threads at @goingrogue.podcast and @jilldemling Follow on Bluesky Follow on TikTok Send us your questions or comments by calling us at 518-21-ROGUE Going Rogue is produced by Jill Demling and Maddie Kelly, who also serves as our social media director. Matty Rosenberg is the executive producer Be sure to follow Going Rogue on your favorite podcast platform. Going Rogue is part of the Radio Free Rhinecliff media network.
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 approach, which is layered, joyful, and purposeful, emphasizes support for emerging designers and size inclusivity, though her outspoken advocacy has led to industry conflicts. They delve into Gabriella's roots in Ojai, California, her grandparents' formative influence, and her time at Barnard College. She recounts pivotal internships that launched her fashion career, including roles at Elle Magazine and as an assistant to Hamish Bowles at Vogue. Gabriella candidly discusses Vogue's internal culture, her concerns about being sidelined due to her background, and her authentic bond with mentor Tonne, who profoundly shaped her career trajectory. The episode highlights Gabriela's 2021 comeback to Vogue as Global Contributing Fashion Editor at Large, where she influenced iconic covers featuring Serena Williams, Paloma Elsesser, Kamala Harris, and others. She explains her departure from Vogue, driven by self-belief and a commitment to creating meaningful change while paving the way for future generations. The discussion includes some behind-the-scenes anecdotes from major photo shoots, Gabriella's talent-centered approach, and her perspective on the industry's persistent lack of diverse representation. Follow on Instagram and Threads at @goingrogue.podcast and @jilldemling Follow on Bluesky Follow on TikTok Send us your questions or comments by calling us at 518-21-ROGUE
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 transforms eyes into captivating focal points, while his preference for finger application creates an organic, personal touch. He traces his creative roots to childhood influences spanning classic cinema and the landscapes of Africa and France. This early exposure drew him to Paris, where he abandoned economics studies to pursue makeup artistry. Stéphane shares stories from his collaborations with entertainment legends, including working with Faye Dunaway and styling Rihanna for her debut Vogue cover. He emphasizes how trust and tactile sensitivity form the cornerstone of his artistic relationships. His breakthrough came when he substituted for Jacques Clément on a Peter Lindberg photoshoot. Clément worked with Catherine Deneuve and Isabelle Adjani. Stéphane also recounts meeting José Luis, the key makeup artist for Yves Saint Laurent. While acknowledging industry transformations, Stéphane maintains his commitment to makeup as pure artistry, offering aspiring artists wisdom about nurturing passion and creativity. Check out our IG, @goingrogue.podcast to see all the images discussed in this episode. Follow on Instagram and Threads at @goingrogue.podcast and @jilldemling Going Rogue is produced by Jill Demling and Maddie Kelly, who also serves as our social media director. Matty Rosenberg is the executive producer Be sure to follow Going Rogue on your favorite podcast platform. Going Rogue is part of the Radio Free Rhinecliff media network.
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 Teen Vogue Style Director, Andrew opens up about his unconventional path through the fashion world, sharing incredible behind-the-scenes stories including booking cowboys, matadors and monks, oh my! Andrew unpacks his shift from handling the wildest requests as a Vogue assistant to carving out his freelance career in 2017, where he's now working with icons like Grace Coddington and legendary brands like Chanel. Follow on Instagram and Threads at @goingrogue.podcast and @jilldemling Follow on Bluesky Follow on TikTok Send us your questions or comments by calling us at 518-21-ROGUE Going Rogue is produced by Jill Demling and Maddie Kelly, who also serves as our social media director. Matty Rosenberg is the executive producer Be sure to follow Going Rogue on your favorite podcast platform. Going Rogue is part of the Radio Free Rhinecliff media network.
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 afford, the Target top that had to pass for designer, the Manolos borrowed from the closet... When you're about to meet Anna, you don't just prepare your answers. You prepare your look. As Anna turns the page, they remember how their stories began—with that first interview. Everyone remembers their first time… with Anna. Featuring: Grace Coddington, Phyllis Posnick, Norman Jean Roy, Tonne Goodman, Karla Martinez de Salas, Gabby Karefa-Johnson, Versha Sharma, Leslie Fremar, Edward Barsamian, Brian Coats, Andrew Bevan, and Jill Follow on Instagram and Threads at @goingrogue.podcast and @jilldemling Follow on Bluesky Follow on TikTok Send us your questions or comments by calling us at 518-21-ROGUE Going Rogue is produced by Jill Demling and Maddie Kelly, who also serves as our social media director. Matty Rosenberg is the executive producer Be sure to follow Going Rogue on your favorite podcast platform. Going Rogue is part of the Radio Free Rhinecliff media network.
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 timeless, quality pieces, and pays tribute to her most influential mentors, both Anna Wintour and Vogue editor Tonne Goodman, whose guidance helped shape her approach to fashion and career. Leslie shares stories from her transition to independent celebrity styling, including memorable moments working with Charlize Theron and styling for major red carpet events. She doesn't shy away from discussing the industry's tough realities, from grueling photo shoots to navigating customs with designer pieces, while offering hard-earned career wisdom for aspiring stylists about the value of apprenticeships and staying true to your authentic vision. Follow on Instagram and Threads at @goingrogue.podcast and @jilldemling Follow on Bluesky Follow on TikTok Send us your questions or comments by calling us at 518-21-ROGUE Going Rogue is produced by Jill Demling and Maddie Kelly, who also serves as our social media director. Matty Rosenberg is the executive producer Be sure to follow Going Rogue on your favorite podcast platform. Going Rogue is part of the Radio Free Rhinecliff media network.
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 from her Louisiana upbringing as the daughter of Indian immigrants, Sharma opens up about dealing with feelings of otherness and isolation that ultimately fueled her passion for amplifying marginalized voices in the magazine. The conversation traces her path from political activism on Obama's 2008 campaign through her evolution into journalism, shaped by pivotal cultural moments during her college years. Sharma describes the strategic evolution she's guided at Teen Vogue, from embracing a digital-first model to prioritizing video content that resonates with Gen Z and millennial audiences. She describes the unique pressures of assuming leadership during the COVID-19 pandemic while navigating the social justice reckoning of 2020. The conversation highlights Teen Vogue's groundbreaking editorial choices under Sharma's guidance, from their powerful feature on Vivian Wilson, Elon Musk's transgender daughter, to their cover story on Representative Maxwell Frost, the first Gen Z member of Congress. These stories underscore the magazine's commitment to spotlighting young political voices and their role in driving societal transformation. Looking ahead, Sharma shares her vision for the magazine's evolution, from potential print revival to international growth. Follow on Instagram and Threads at @goingrogue.podcast and @jilldemling Follow on Bluesky Follow on TikTok
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, Charlize Theron, and Britney Spears, and discusses her collaborations with top photographers including Mario Testino, Steven Meisel, Herb Ritts, and Annie Leibovitz. As they explore her career, Tonne emphasizes the collaborative spirit essential to successful fashion shoots and her diplomatic approach to managing complex productions. Drawing from her own experience as a former model, she reveals her fierce commitment to advocating for and protecting the talent she works with. Follow on Instagram and Threads at @goingrogue.podcast and @jilldemling Follow on Bluesky Follow on TikTok Send us your questions or comments by calling us at 518-21-ROGUE Going Rogue is produced by Jill Demling and Maddie Kelly, who also serves as our social media director. Matty Rosenberg is the executive producer Be sure to follow Going Rogue on your favorite podcast platform. Going Rogue is part of the Radio Free Rhinecliff media network.
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 together back in 2002 that Jill and Karen realized they had more in common than working long hours for two of the most influential women in the industry, and they have been best friends ever since. Karen reflects on her climb from entry-level production assistant to the wizard of Annie's studio, while she and Jill swap stories about the early days when a Rolodex was the closest thing to Google. She gives an insider's view of celebrity photo shoots, sharing raw stories of working with A-list talent like Angelina Jolie, Brad Pitt, Reese Witherspoon, and Joaquin Phoenix, revealing the mayhem that happens before those images reach magazine pages. From wrangling stubborn animals to coordinating shoots on active film sets while managing the inevitable crises of big budgets and bigger egos, Karen explains how problem-solving, adaptability, and finesse are essential. Listeners get rare insight into the controlled chaos that produces some of today's most recognizable imagery, told by the woman who has been orchestrating the magic from behind the scenes for decades. Follow on Instagram and Threads at @goingrogue.podcast and @jilldemling Follow on Bluesky Follow on TikTok Send us your questions or comments by calling us at 518-21-ROGUE Going Rogue is produced by Jill Demling and Maddie Kelly, who also serves as our social media director. Matty Rosenberg is the executive producer Be sure to follow Going Rogue on your favorite podcast platform. Going Rogue is part of the Radio Free Rhinecliff media network.
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 hair and eventually working on high-profile shoots with Madonna, Beyoncé, and Lady Gaga. They explore his pioneering approach to hair as visual art and examine the dynamics of collaborating with photographers and editors while navigating the shift from working with models to celebrity clients. Orlando shares stories from memorable shoots, including Madonna's 'Evita' Vogue cover and a unique collaboration with Irving Penn, while emphasizing how enthusiasm, gratitude, and continuous learning have driven his success. Orlando ends with some practical advice for aspiring hairstylists. Follow on Instagram and Threads at @goingrogue.podcast and @jilldemling Follow on Bluesky Follow on TikTok Send us your questions or comments by calling us at 518-21-ROGUE Going Rogue is produced by Jill Demling and Maddie Kelly, who also serves as our social media director. Matty Rosenberg is the executive producer Be sure to follow Going Rogue on your favorite podcast platform. Going Rogue is part of the Radio Free Rhinecliff media network.