The Casey Adams Show Michael Bosstick - CEO of Dear Media on the Future of Podcasting and Digital Media
Sep 20, 2024
Michael Bosstick, CEO and Co-Founder of Dear Media, shares his fascinating journey from e-commerce to podcasting. He reveals the challenges of bootstrapping and self-producing the immensely popular podcast, The Skinny Confidential Him & Her. Their innovative approach filled a gap in the industry, emphasizing female empowerment. Michael discusses entrepreneurship in a marital partnership, the journey to securing an $8 million Series A, and the importance of health and fitness in a demanding career. Exciting prospects like video production and live events are also explored.
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Pitch Creatively And Thoughtfully
- Consider self-producing your podcast before pitching to networks.
- Always research and tailor your pitch creatively; avoid lazy, generic approaches.
Bootstrapped Then Raised Capital
- Dear Media was bootstrapped initially and raised $8 million right before the pandemic struck.
- Michael believes in raising capital only when necessary to maintain control and operational knowledge.
Podcasting For Deep Connections
- Hosting a weekly podcast opened doors to meaningful relationships and deeper conversations.
- This engagement outperformed traditional networking events in value and connection.