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Dave Sifry
Nine-time founder and entrepreneur known for creating Technorati and LinuxCare; founder and CEO of Warmstart, focused on helping founders turn past contacts into new business.
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Sep 26, 2025
• 59min
Ep 513 Exit Story: How Dave Sifry Lost $100 Million, Lessons from Starting 9 Companies, the Dangers of Raising Money, and Why He’s Doing It Differently with Warmstart
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Dave Sifry, a nine-time founder known for Technorati and LinuxCare, shares his entrepreneurial journey and valuable lessons learned. He reflects on the regret of passing up a $100 million exit, the pressures of venture capital, and the risks of growth-driven strategies. Sifry emphasizes the importance of maintaining control and integrity while building companies. His latest venture, Warmstart, focuses on leveraging past contacts for new business opportunities, showcasing how innovative thinking can change the fundraising landscape.
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