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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
Manage episode 454091872 series 73567
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
1273 episodios
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
The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
Manage episode 454091872 series 73567
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
1273 episodios
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1 20VC: Why Google Will Win the AI Arms Race & OpenAI Will Not | NVIDIA vs AMD: Who Wins and Why | The Future of Inference vs Training | The Economics of Compute & Why To Win You Must Have Product,… 1:12:32
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1 20VC Exclusive: Mercor Raises $100M at a $2BN Valuation: Scaling to $70M in ARR in 24 Months | 9-9-6: 9AM-9PM - 6 Days Per Week: The Most Intense Culture in Silicon Valley | The Future of… 45:55
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1 20VC: NVIDIA vs Groq: The Future of Training vs Inference | Meta, Google, and Microsoft's Data Center Investments: Who Wins | Data, Compute, Models: The Core Bottlenecks in AI & Where Value Will… 1:20:48
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1 20VC: From Penniless Printing Shop Offices to Public Company and One of the Largest Entertainment Companies: The Story of LADbible | The Future of Content & Social Media | US vs Europe: Is Europe… 59:30
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1 20VC: Monzo: The Greatest Turnaround in Tech: From £40M Revenues, Layoffs, Downrounds and Low Employee NPS to $1BN in Revenue, Profitable and 10M Customers with TS Anil, CEO @ Monzo 56:15
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1 20VC: The $5BN Company Built from the Belgian Countryside | The Story of Odoo: The Company with No Plans to Sell, IPO & Their Billionaire Founder Who Does Not Care About Money with Fabien Pinckaers,… 1:15:54
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1 20VC: Why Model Providers Will Kill Many Startups Moving into the Application Layer | Why Deepseek is not a Threat to OpenAI & Why OpenAI Beats Anthropic | Apps vs Models vs Infrastructure: Where is… 55:14
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1 20Product: Product Secrets Behind Uber and Opendoor | How AI Changes the Role of the PM & The Product Development Process | How to Hire the Best Product Teams & What No One Does That Everyone Should… 44:54
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1 20VC: Affirm Max Levchin on Why Grading Talent by Letter (A or B) is Total BS | How to Create a Culture of Post Mortems and Writing | Why You Should Only Study Failure Not Success & The Biggest… 1:02:25
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1 20VC: Why To Win in AI, Investors Need to Change Their Approach | Why VC is Run by Principals and Associates and is a Broken System | The Bull Case for Anthropic & Whether Deepseek Changes Their… 1:15:18
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1 20VC: Lime's CEO on Going from Losing $3 on Every $1 to $90M in EBITDA | How Lime Built the Global Leader in Micromobility When Competitors Went Bust | Losing 90% of Revenues in COVID and The Uber… 1:06:14
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1 20VC: Deepseek Special: Is Deepseek a Weapon of the CCP | How Should OpenAI and the US Government Respond | Why $500BN for Stargate is Not Enough | The Future of Inference, NVIDIA and Foundation… 55:08
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1 20Sales: Why Every Sales Rep Should Do Pipeline Generation & How to Teach Them | Verticalised Sales Playbooks: When and How | How the Best Sales Reps and Leaders Structure Their Time with Carlos… 1:08:24
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1 20VC: Why All AI Companies Are Under-Valued | The Future of Foundation Models: Scaling Laws, Generalised vs Specialised, Commoditised? | From Unable to Afford Rent to Raising $130M From Index and… 1:06:26
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1 20VC: Why Large Seed Rounds Increase the Chances of Success | When to Sell in Venture | Why Multi-Stage Firms Do Not Do The Work | Is Europe Totally F****** and Why AI Means London Can Compete with… 1:17:42
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