

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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Podcast Origin & Innovation
- Michael Bosstick and his wife Lauryn started their podcast as a way to drive attention to her blog.
- They left a podcast network that didn’t support multi-platform growth to self-produce and innovate across audio, video, and commerce.
Working With Spouse Challenges
- Michael and Lauryn have balanced working together with maintaining independence in their businesses.
- Navigating roles at work was harder for their marriage than the relationship itself.
Focus On True Audience
- Focusing deeply on a specific audience beats trying to please everyone.
- Serving your loyal fans well builds authentic marketing through word-of-mouth.