Dear Media is a privately owned company headquartered in the United States. Founded in 2018, with approximately 140 employees, the company operates as a multi-platform media company dedicated to amplifying women’s voices and narratives. It hosts over 80 podcasts fronted by talent, focusing on health and wellness, parenting, and business and entrepreneurship, and maintains a social media following exceeding 225 million. Its podcast slate includes titles such as “The Toast” with Jackie & Claudia Oshry, “Not Skinny But Not Fat” with Amanda Hirsch, Tay & Taylor Lautner’s “The Squeeze,” and “Girls Gotta Eat” hosted by Ashley Hesseltine and Rayna Greenberg. Dear Media's 360-degree business model provides comprehensive support for its shows, covering aspects from concept to editorial, production, distribution, monetization, and live and commerce extensions. The company was founded by Michael Bosstick, who co-created and co-hosts “The Skinny Confidential Him & Her” podcast alongside his wife Lauryn Bosstick, the creator of The Skinny Confidential wellness and beauty brand.
On September 5, 2026, The Skinny Confidential beauty brand generated $1 million in four weeks by leveraging a family-owned podcast network's audience, bypassing traditional marketing. Dear Media led the seed funding, focusing on audience-driven marketing and utilizing 92 million podcast downloads rather than product development.
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