​Behind the Booking: The Business of Talent & Culture

​Ever wondered what it takes to secure some of the biggest names in entertainment for the platforms shaping today's culture?

​Join Whitney Shepherd, Director of Talent Relations at Complex, for an inside look at the business of talent booking, relationship building, and cultural storytelling. From working with global stars like Billie Eilish, Kim Kardashian, Selena Gomez, and David Beckham to developing award-winning content for Complex franchises such as Sneaker Shopping and GOAT Talk, Whitney will share the strategy behind creating standout cultural moments.

​Discover how talent relationships are built, how major bookings come together, and what it takes to turn creative ideas into compelling content at the intersection of music, fashion, media, and entertainment.

​About Whitney Shepherd

​Whitney Shepherd is the Director of Talent Relations at Complex, where she leads talent strategy across the brand's covers, original series, digital content, and live events. A Webby Award-winning talent booker, she has worked with some of the world's most recognizable figures, including Tom Holland, Ryan Reynolds, Margot Robbie, Karol G, and Teyana Taylor. Her booking strategy contributed to Sneaker Shopping winning the 2025 Webby Award for Best Social Content Series.

​Previously a publicist at FerenComm, Whitney brings a unique perspective on talent relations, publicity, and entertainment partnerships, with a career built around creating authentic connections between talent, media, and audiences.
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​About Girl Connected
Girl Connected is a nonprofit organization dedicated to empowering driven women professionals through a multilayered, local-to-global platform that fosters professional success, inspiration, and long-term growth.

​Through a robust ecosystem of programming including in-person and virtual events, our global mentorship initiative (GCMP), and an expanding Masterclass Series open to the wider creative community we provide the tools, knowledge, and connections women need to advance their careers and bring their ideas to life.

​Our events and special projects offer guidance on navigating challenges, strengthening focus, and charting sustainable career paths, while our guest speakers share real-world insights on leadership, influence, and cultivating a positive, inclusive culture. At its core, Girl Connected is a community built on collaboration, curiosity, and opportunity supporting women as they evolve, create, and lead across the music and creative industries.

​Girl Connected programming is made possible in part with funding from FACTOR and the Government of Canada.