One Founder, Two Journeys: Bootstrap Vs VC
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How David Hauser Went From Bootstrapping Grasshopper To A $175M Exit
In the last episode for 2025, I chatted with David Hauser, serial founder turned investment adviser. He shares some insight on how he built and sold businesses and personal insight on the pressures of being a founder, including the post-exit identity struggle.
What you can expect:
ABOUT DAVID HAUSER
David Hauser is a serial entrepreneur, investor, and speaker known for founding and scaling successful companies like Grasshopper (bootstrapped to $30M+ ARR, acquired by Citrix), Chargify (profitable, Mark Cuban-backed, acquired by Battery Ventures), and Vanilla (raised $42M from Venrock and Insight Partners).
A founding member of National Entrepreneurs’ Day, he has also invested in over 50 startups, including Intercom and Unbounce. David’s insights have been featured in major outlets like CNN, Fox, and The Wall Street Journal, and he has spoken at renowned events such as SaaSFest and Big Omaha. Now leading Durable Capital from Las Vegas, he focuses on acquiring profitable businesses and mentoring the next generation of founders.
Connect with David on:
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🗓️ This one is hot off the press, get the 12-month fundraising plan that worked for me.
This guide outlines what you should be doing over the calendar year to get you access to capital. Download it here.
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Premium Resources
🗓️ - Book a one-hour private capital strategy call - Book Now
💫 - Pitch deck design services for founders by VCs - Decko
💼 - Startup Legal Services - Bowery Legal
📚 - Startup Friendly Accounting Services - Chelsea Capital
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