06/25/2026
Welcome back, money queens, to another inspiring episode of Women Behind the Millions! In this special bonus episode, Jessica Weaver sits down with Josy Amann, co-founder of a woman-owned media strategy and intelligence agency. Josy brings over two decades of experience navigating the fast-changing world of media, consumer behavior, and attention—now considered the most valuable currency in business.
In their conversation, Jessica uncovers Josy’s unconventional path into media, starting from her early days with a double major in psychology and sociology, to finding herself at the forefront of San Francisco’s media scene right before the dot-com boom. Josy shares how her formative experience working for a strong female boss—rare at the time—inspired her own leadership journey, helped her embrace feminine qualities in her work, and gave her the courage to launch and scale a woman-led agency.
Listen in as Josy discusses the unique hurdles faced by women starting and growing businesses, especially while raising a family, and how her agency has adapted through breakneck growth, the challenges of maternity leave as a founder, and the rapidly shifting landscape of digital marketing. The episode also explores the differences between building brand awareness as a startup versus an industry giant, the importance of strategic and diversified marketing, and why the performance marketing craze led many brands astray.
Plus, Josy offers practical advice on building your network, finding mentors, and measuring what really works in media today. Whether you’re looking to grow your visibility, scale your company, or just need some extra inspiration from a woman who’s helped shape brands behind the scenes, this conversation is packed with insights, strategies, and encouragement.
