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 years assisting fashion legends like Guido Palau, Sam McKnight, Luigi Murenu, and Paul Hanlon, he mastered techniques for working with any hair type at the highest level. His breakthrough came in 2013 when he went solo. From Vogue covers to Beyoncé's Renaissance shoot for British Vogue and Rihanna's first pregnancy reveal for American Vogue, Jawara hasn't just broken barriers: he's championed representation and elevated Black hair artistry to the forefront of fashion.

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.

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, and his passion for celebrating creativity and authenticity. Through stories of his early work, internships, and transformative moments at Paper, Mickey reveals how he embraced his uniqueness and helped shape the magazine industry.

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.

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 approach, explains his revolutionary concept of method dressing, and shares the personal mantras that fuel his work. Discover how his partnership with Zendaya began, the strategies he used to overcome industry gatekeeping, and why he believes magazines remain essential to a stylist's success. Law's philosophy on confidence and his rule-breaking approach to fashion offer a masterclass in reshaping an industry. Jill’s conversation captures the vision and legacy of a stylist who fundamentally changed the game.

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.

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. Julien reflects on his creative path, his partnerships with legendary photographers including Steven Meisel, Irving Penn, and Peter Lindbergh, and the artistic influences spanning surrealism, history, and pure imagination that fuel his work. He discusses his approach to beauty and creativity, the formative experiences that shaped his career, and his unforgettable contributions to fashion's most iconic moments.

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.

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.

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.

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 successful leap into entrepreneurship with the launch of her clean luxury beauty brand, Westman Atelier. Join them as they reminisce about memorable celebrity shoots, the evolution of the fashion and beauty industry, and Gucci's passion for creating high-performance, skincare-infused makeup.

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.

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.

Follow on Instagram and Threads at @goingrogue.podcast and @jilldemling

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

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.

Follow on Instagram and Threads at @goingrogue.podcast and @jilldemling