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Dec 2024
1h 8m

20VC: From Unsexy Startup to $1.8BN Acqu...

Harry Stebbings
About this episode

Zachary Bookman is Co-Founder and CEO of OpenGov, the GovTech cloud software leader that was acquired for a staggering $1.8BN earlier this year. Prior to acquisition, Zac raised over $180M from some of the best of the best including Marc Andreesen, Josh Kushner, Joe Lonsdale and Founder Collective to name a few.  Zac is also a successful angel investor with investments in Flexport, Flock Safety and Addepar. 

In Today's Show with Zac Bookman We Discuss:

04:27 Navigating Enterprise Sales and Pricing Strategies

07:49 The Importance of High Gross Retention in SaaS

11:03 Investor Relations and the Power Law in Venture Capital

14:32 WTF is Product Market Fit

18:14 What No One Knows About M&A

20:05 Fundraising Challenges and Lessons Learned

32:51 What Marc Andreesen Taught Me About Boards

34:18 Why Founders and Investors are Misaligned

35:29 The OpenGov Acquisition: Selling for $1.8BN

37:22 What Does It Feel Like to Sell for $1.8BN

43:58 Why Venture Capital is a S*** Asset Class

45:13 Investment Mistakes and Lessons

01:02:05 The Importance of In-Person Collaboration

 

 

Up next
Today
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<p dir="ltr">Maor Shlomo is the Founder and CEO of Base44, the AI building platform that Maor built from idea to $80M acquisition by Wix, in just 8 months. Today the company serves millions of users and will hit $50M ARR by the end of the year. Before Base44, Maor was the Co-Foun ... Show More
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<p dir="ltr">Max Altman is Co‑Founder & Managing Partner at Saga Ventures, a US$125 M early‑stage fund.  Before Saga Max was an investor with Apollo Projects, Hydrazine Capital and Altman Capital (where he helped deploy over US$500 M) into breakout names such as Rippling and Redd ... Show More
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<p dir="ltr">AGENDA:</p> <p dir="ltr">04:47 Cursor Raises $2.3BN at $29BN Valuation</p> <p dir="ltr">11:36 What Gemini 3 Means for Lovable, Cursor and Replit</p> <p dir="ltr">30:54 Peter Thiel and Softbank Sell NVIDIA: The Bubble Bursting?</p> <p dir="ltr">48:54 Oracle Credit Def ... Show More
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