The Established Podcast Episode #152: David Douglas Stone

The Established Podcast logo
August 18, 2026

by David Stone

The Established Podcast Episode #0152: David Douglas Stone, CashStar Co-Founder & Serial Entrepreneur Behind Maine’s Largest Startup Exit

What does it take to build one of Maine’s most successful technology companies and help shape the state’s startup ecosystem? In Episode 152 of the Established Podcast, Frank Gruber, Co-CEO & Co-Founder of Established, sits down with David Douglas Stone, a serial entrepreneur, innovator, and co-founder of CashStar, which became one of Maine’s largest startup success stories with its $175M exit in 2017.

David shares his entrepreneurial journey, the story behind building and scaling CashStar, and the lessons he has learned from creating companies, assembling teams, navigating change, and pursuing ambitious ideas. Frank and David also discuss innovation in Maine, the evolution of the startup landscape, and his perspective on what founders need to build companies that last.

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About The Established Podcast:

The Established Podcast spotlights innovators, investors, and changemakers shaping what’s next. Each episode shares insights and lessons from the Established network and beyond, exploring how remarkable people and companies become established.

About Established:

Established is focused on helping organizations with their innovation, startup, and communication strategies. Created by the talent responsible for building the Tech.Co brand (acquired by an international publishing company), we’re leveraging decades of experience to help our collaborators best further (or create) their brand & accomplish their most important goals.