20VC: From Unsexy Startup to $1.8BN Acquisition | Why VCs and Founders are Fundamentally Misaligned | Why Valuations and Fundraising are BS | Lessons from Josh Kushner and Marc Andreesen | Zac Bookman, OpenGov

2024-12-06 · 68 min · 12 entities

episode page audio

Asserted relationships

→ hosted by Harry Stebbings person

0.55 · ×2

evidence rules-v4
Feed author/publisher: Harry Stebbings
→ works at OpenGov company

0.50 · ×2

evidence rules-v4
CEO of OpenGov
→ works at OpenGov company

0.50 · ×2

evidence rules-v4
CEO of OpenGov
→ discusses Business company

0.40 · ×2

evidence rules-v4
Feed category: Business
→ discusses News concept

0.40 · ×2

evidence rules-v4
Feed category: News
→ discusses Investing concept

0.40 · ×2

evidence rules-v4
Feed category: Investing
→ discusses Tech News concept

0.40 · ×2

evidence rules-v4
Feed category: Tech News

Entities found in this episode

companys 5

mentioned OpenGov company

0.62 · ×2

evidence rules-v4
CEO of OpenGov
mentioned Business company

0.50 · ×2

evidence rules-v4
Feed category: Business
works at OpenGov company

0.50 · ×2

evidence rules-v4
CEO of OpenGov
works at OpenGov company

0.50 · ×2

evidence rules-v4
CEO of OpenGov
discusses Business company

0.40 · ×2

evidence rules-v4
Feed category: Business

concepts 5

mentioned Investing concept

0.50 · ×2

evidence rules-v4
Feed category: Investing
mentioned Tech News concept

0.50 · ×2

evidence rules-v4
Feed category: Tech News
discusses News concept

0.40 · ×2

evidence rules-v4
Feed category: News
discusses Investing concept

0.40 · ×2

evidence rules-v4
Feed category: Investing
discusses Tech News concept

0.40 · ×2

evidence rules-v4
Feed category: Tech News

persons 2

mentioned Harry Stebbings person

0.70 · ×2

evidence rules-v4
Feed author/publisher: Harry Stebbings
hosted by Harry Stebbings person

0.55 · ×2

evidence rules-v4
Feed author/publisher: Harry Stebbings

Episode description as stored

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