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Mastering the VC Game

Mastering the VC Game

A Venture Capital Insider Reveals How to Get from Start-up to IPO on Your Terms
by Jeffrey Bussgang 2011 256 pages
3.91
1k+ ratings
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Key Takeaways

1. The Entrepreneurial Itch: Passion Drives Innovation

"I am a scientist. I don't think of myself as an entrepreneur," she admitted to me. "But I wanted to make the lives of people with cancer, and the lives of their families, better. By detecting cancer earlier and more effectively, I felt we could increase therapeutic efficacy and survival."

Visionary optimism drives entrepreneurs. They are motivated by a desire to change the world, often identifying problems in their fields of expertise and pursuing innovative solutions. This passion fuels their ability to overcome obstacles and persevere through challenges.

Personal experiences often spark entrepreneurial ideas. For example:

  • Jack Dorsey's fascination with city dynamics led to Twitter
  • Christoph Westphal's medical background inspired Sirtris Pharmaceuticals
  • Dr. Marsha Moses' cancer research drove her diagnostic innovations

Successful entrepreneurs balance their visionary optimism with a healthy dose of paranoia, constantly anticipating potential pitfalls and adapting their strategies accordingly.

2. Inside the VC Club: Navigating the Venture Capital Landscape

"The venture capital business is fundamentally an apprenticeship business," noted Terry McGuire, co-founder and general partner of Boston-based Polaris Venture Partners and the chairman of the National Venture Capital Association (NVCA). "There's no school for it. Every truly successful venture capitalist has been mentored in turn by another successful venture capitalist over a long period of time."

VC firm structures vary, but typically include:

  • General Partners (GPs): Senior decision-makers
  • Principals: GPs-in-training
  • Associates: Support staff for due diligence and deal sourcing
  • Entrepreneurs in Residence (EIRs): Temporary positions for experienced entrepreneurs

VC economics revolve around two key components:

  1. Management fees: Usually 2-2.5% of fund size annually
  2. Carried interest: Typically 20-25% of fund profits

Understanding a VC firm's focus (e.g., industry, stage, geography) and fund size is crucial for entrepreneurs seeking the right fit for their venture.

3. The Art of the Pitch: Crafting a Compelling Story

"You have this twenty-five-year-old founder, Mark Zuckerberg, who doesn't have a wife, he doesn't have kids, he doesn't have anything in his life that's distracting him from what he's trying to do. And there's nobody saying to him, 'God damn it, take the money off the table. It's fifteen billion dollars. You should sell it now.' Instead, he's going for a hundred billion! Now that may be a stupid move or it might be a brilliant move. Only time will tell."

Preparation is key. Entrepreneurs should:

  • Research the VC firm and partner they're pitching to
  • Understand the firm's investment thesis and portfolio
  • Practice their pitch, anticipating potential questions

Elements of a successful pitch:

  • A compelling vision that aligns with the VC's interests
  • Clear demonstration of market opportunity and potential for growth
  • A strong team with relevant experience and complementary skills
  • Realistic financial projections and milestones
  • An understanding of risks and mitigation strategies

Entrepreneurs should be prepared to adapt their pitch based on feedback and be open to constructive criticism.

4. Sealing the Deal: Negotiating Terms and Valuation

"Your price, my terms" where they accede to an entrepreneur's pre-money demands, but load up the option pool and the liquidation preference in such a way that the economic equation would be more favorable if the entrepreneur took a lower price in exchange for what is known as a "clean deal."

Key terms in a VC deal include:

  • Pre-money valuation
  • Option pool size
  • Liquidation preferences
  • Board composition
  • Protective provisions

Valuation considerations:

  • Market comparables
  • Traction and growth potential
  • Team experience and track record
  • Capital requirements and future funding needs

Entrepreneurs should focus on both economics and control when negotiating. It's crucial to understand the implications of different terms and seek legal advice from experienced counsel.

5. Managing the Start-up Rollercoaster: Board Dynamics and Growth Challenges

"The single most important thing to do with a board is to keep them really up to date on the business," Gail said. "The good and the bad. Constantly focusing them on the next very small milestones and the very simple metrics that will demonstrate success at each one of them."

Effective board management involves:

  • Regular, transparent communication
  • Setting clear expectations and milestones
  • Leveraging board members' expertise and networks
  • Managing conflicts and aligning interests

Growth challenges often include:

  • Scaling operations and team
  • Maintaining culture and vision
  • Adapting to market changes
  • Managing cash flow and fundraising

Entrepreneurs should view their board as a strategic asset, seeking guidance while maintaining control over day-to-day operations.

6. Exiting Strategies: IPOs, Acquisitions, and Cashing Out

"You always have to go back to the question, 'Is exiting the right thing for the product?' " Jack explained. "There were many times in our history when, technology-wise, we weren't up to snuff and we could have used more infrastructure. We could have used the resources of a Google or a Facebook or a Yahoo! But until you feel like you've completed some aspects of the vision, it just doesn't make sense to hand it over."

Exit considerations:

  • Market timing and conditions
  • Company's growth trajectory and potential
  • Personal goals and motivations of founders
  • Investor expectations and timelines

Exit options:

  1. Initial Public Offering (IPO)
  2. Acquisition by a larger company
  3. Secondary sale of shares
  4. Management buyout

Entrepreneurs should plan for potential exits early, aligning their strategy with long-term goals and investor expectations.

7. The Global Entrepreneurial Ecosystem: Venture Capital Beyond Silicon Valley

"You step off the plane and you feel, 'Good Lord, where is all this commercial and entrepreneurial energy coming from?' It's jarring because you don't expect it. It literally spills out into the streets. Everybody's building something or trying to buy or sell something. They're hustling, scheming to figure out what's the next great opportunity."

Global VC trends:

  • Rapid growth in China and India
  • Emerging ecosystems in Southeast Asia and Eastern Europe
  • Adaptation of Silicon Valley models to local contexts

Regional differences:

  • Market size and growth potential
  • Regulatory environments
  • Cultural attitudes towards entrepreneurship and risk-taking
  • Availability of talent and supporting infrastructure

Entrepreneurs and VCs are increasingly looking beyond traditional hubs, recognizing opportunities in emerging markets and leveraging global networks for growth and innovation.

Last updated:

Review Summary

3.91 out of 5
Average of 1k+ ratings from Goodreads and Amazon.

Mastering the VC Game receives mixed reviews, with an average rating of 3.91/5. Readers appreciate its insights into the VC industry, personal anecdotes, and practical advice for entrepreneurs. Many find it a valuable introduction to venture capital, particularly for first-time founders. However, some criticize its lack of technical depth and outdated information. The book is praised for its readability and comprehensive overview of the VC-entrepreneur relationship, though some feel it focuses too heavily on elite institutions and connections.

Your rating:

About the Author

Jeffrey Bussgang is a venture capitalist and entrepreneur with extensive experience in the startup ecosystem. He is a general partner at Flybridge Capital Partners and has invested in numerous successful companies. Bussgang is also a senior lecturer at Harvard Business School, where he teaches entrepreneurship. His background includes co-founding Upromise, a loyalty program helping families save for college. Jeffrey Bussgang's expertise spans both sides of the VC table, having been an entrepreneur and now a venture capitalist, giving him unique insights into the dynamics of startup funding and growth.

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