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.

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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.

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.

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
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.