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Dear Media
Dear Media was founded by Michael Bosstick and Laura Bosstick, who previously built a personal brand through The Skinny Confidential blog and podcast.
Dear Media
Dear Media was founded by Michael Bosstick and Laura Bosstick, who previously built a personal brand through The Skinny Confidential blog and podcast. The company operates as a podcast network that produces, distributes, and monetizes shows — functioning more as a media startup than a capital deployment vehicle. Wealth origin is tied to the founders' entrepreneurial ventures rather than inherited family capital. The firm's strategy centers on creating and scaling audio content across lifestyle, wellness, business, and entertainment verticals. It partners with hosts and creators to develop original programming, handling production, advertising sales, and distribution through platforms like Apple Podcasts and Spotify. Known shows include "The Skinny Confidential Him & Her" and "We Met at Acme." Geographic focus is primarily North American, with content distributed globally. Dear Media maintains multiple offices, including locations in Los Angeles, West Hollywood, New York, and San Francisco. The team size and exact professional count are not publicly disclosed. No adjacent philanthropic vehicles or operating businesses have been formally identified. A recent operational development includes the ongoing expansion of its show catalog, though no specific dated event from the past 24 months has been publicly cited. A key structural differentiator is Dear Media's hybrid model — it operates as a network that combines content creation, talent representation, and advertising sales under one roof, rather than acting as a passive investment vehicle. This integrated approach gives the firm direct control over monetization and brand alignment, distinguishing it from both traditional media companies and family offices.
General information
Firm type
other
Year founded
—
AUM
Undisclosed
Location
Region
North America
Country
United States
City
Los Angeles
Corporate office
Los Angeles, CA, United States
Additional offices
West Hollywood · New York · San Francisco
Sector focus
Frequently asked questions
Who runs investment decisions at Dear Media?
Dear Media is led by founders Michael Bosstick and Laura Bosstick, who guide the company's strategic direction. Investment decisions — such as which shows to develop, talent to sign, and partnerships to pursue — are made by the founders in coordination with their executive team (public record). The firm does not disclose a separate CIO or investment committee.
How does Dear Media source proprietary content or deal flow?
Dear Media sources shows through inbound pitches from existing talent, direct outreach by the founders, and relationships built through their own podcast network. The company often partners with established creators, authors, and influencers who already have an audience (public record). It does not operate a formal venture investment arm.
Is Dear Media structured as a single family office or does it operate more like a media firm?
Dear Media functions as a for-profit media company — a podcast network — not a traditional family office. It generates revenue through advertising sales, branded content, and distribution deals, rather than managing external capital. Its structure resembles a talent-driven media startup.
Does Dear Media participate in fund commitments or only direct deals?
Dear Media does not operate as an investment fund and does not make external fund commitments. Its capital deployment is directed toward internal show production, marketing, and talent acquisition. The firm has not disclosed any external LP capital or co-investment activity.
What investment stages does Dear Media typically target?
Dear Media does not target investment stages in the traditional venture or growth equity sense. Its activities are focused on content creation and distribution, with no publicly documented equity or debt investments in external companies.
Profile maintained by Altss using OSINT (open-source intelligence), regulatory filings, licensed data partners, and verified direct submissions. Read the methodology. Last updated: . Continuous refresh with full update cycles at least every 30 days.
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