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.

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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.

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 required for powerful portrait photography and discusses how revisiting his own work with maturity has deepened his understanding of the human condition.
Norman also shares how a life-changing accident reignited his passion and pulled him back to photography. His story demonstrates that sometimes stepping away from your craft is exactly what's needed to rediscover why you fell in love with it in the first place.

Follow on Instagram and Threads at @goingrogue.podcast and @jilldemling
Follow on Bluesky
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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 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 most influential editors at Vogue, Posnick shares intimate stories about her collaborations with photography giants Irving Penn, Helmut Newton, Annie Leibovitz, and Steven Klein. Discover the behind-the-scenes magic of her most memorable shoots, the creative problem-solving that saved seemingly impossible situations, and her unique methodology for blending high fashion with compelling visual narratives. Posnick also reflects on the invaluable mentorship she received from Anna Wintour and Alexander Lieberman while offering aspiring creatives her hard-earned wisdom about patience, thorough preparation, and the collaborative spirit essential to creating iconic fashion imagery. This episode is an expert tutorial in visual storytelling from one of the industry's most respected visionaries.

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