The Business of Venture Capital

The Business of Venture Capital
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The new edition of the definitive guide for venture capital practitioners—covers the entire process of venture firm formation & management, fund-raising, portfolio construction, value creation, and exit strategies Since its initial publication, The Business of Venture Capital has been hailed as the definitive, most comprehensive book on the subject. Now in its third edition, this market-leading text explains the multiple facets of the business of venture capital, from raising venture funds, to structuring investments, to generating consistent returns, to evaluating exit strategies. Author and VC Mahendra Ramsinghani who has invested in startups and venture funds for over a decade, offers best practices from experts on the front lines of this business. This fully-updated edition includes fresh perspectives on the Softbank effect, career paths for young professionals, case studies and cultural disasters, investment models, epic failures, and more. Readers are guided through each stage of the VC process, supported by a companion website containing tools such as the LP-GP Fund Due Diligence Checklist, the Investment Due Diligence Checklist, an Investment Summary format, and links to white papers and other industry guidelines. Designed for experienced practitioners, angels, devils, and novices alike, this valuable resource: Identifies the key attributes of a VC professional and the arc of an investor’s career Covers the art of raising a venture fund, identifying anchor investors, fund due diligence, negotiating fund investment terms with limited partners, and more Examines the distinct aspects of portfolio construction and value creation Balances technical analyses and real-world insights Features interviews, personal stories, anecdotes, and wisdom from leading venture capitalists The Business of Venture Capital, Third Edition is a must-read book for anyone seeking to raise a venture fund or pursue a career in venture capital, as well as practicing venture capitalists, angel investors or devils alike, limited partners, attorneys, start-up entrepreneurs, and MBA students.

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Mahendra Ramsinghani. The Business of Venture Capital

Table of Contents

List of Tables

List of Illustrations

Guide

Pages

SECOND EDITION

FIRST EDITION

THE BUSINESS OF VENTURE CAPITAL. THE ART OF RAISING A FUND, STRUCTURING INVESTMENTS, PORTFOLIO MANAGEMENT, AND EXITS

Foreword

Preface. WHY SHOULD YOU READ THIS BOOK?

AND WHO AM I TO WRITE THIS BOOK?

WHAT SHOULD YOU KNOW ABOUT THIS BUSINESS OF VENTURE CAPITAL?

NOTES

Acknowledgments

Part One The Making of a VC

1 The Business of Cash and Carry. INTRODUCTION: AN OPERATIONAL PRIMER

ROLES, RESPONSIBILITIES, AND COMPENSATION

Top Takeaways

NOTE

2 Why Choose a Career in VC

CREATIVE CONSTRUCTION

INTELLECTUAL STIMULATION

MENTOR CAPITALISTS

ASYMMETRICAL REWARDS

NOTES

3 Attributes of Successful VCs

STRONG AWARENESS OF TECH TRENDS

ABILITY TO PICK WINNERS

OPTIMISM, PATIENCE, AND STABILITY

ABILITY TO LEARN AND GROW

AN INHERENT BIAS FOR ACTION

4 Welcome to the Land of Ad-Venture

ROLES AND RESPONSIBILITIES OF A VC

A Typical Venture Capitalist's (VC's) Responsibilities

INTERNSHIPS AND CAMPUS RECRUITMENT

Interviewing for Your VC Position

Examples of questions you can ask the venture firm:

Mind Your Language … and Your Handwriting

THE FELLOWSHIP OF INVESTORS

Junior Partner, Hungry Partner

ADJACENT ENTRY POINTS

From Entrepreneur to VC

GETTING LUCKY — WHEN OPPORTUNITY MEETS A PREPARED MIND

NOTES

5 Developing Your Investment Career

BUILDING YOUR STRENGTHS

How to Hit the Ground Running

Moon Shots in Emerging Technology — Bets in Quantum Computing

What Makes a Good Investor? Comfort Ambiguity, Uncertainty, and Change

BEWARE: BIAS AND PSYCHOLOGY

What Makes a Good Investor? A Guarded Optimist

NOTES

6 A Business Where Enemies Accumulate. CHALLENGES OF A VC CAREER

Emotionally and Intellectually Demanding, a Business of Thousand Nos

High Level of Churn

Performance of Partner

Performance of Funds

The Business of Home Runs

Market Forces

No Payday

Ego, Greed, and Intellectual Dishonesty

VC CAREER AS A CALLING

Being Reasonably Nice Can Be a Competitive Advantage

NOTES

7 Generational Transfer and Succession

MANAGING SUCCESSION - NOW MY WORK IS DONE

Generational Transfer at Sequoia: Letter to LPs

We'll Turn the Lights Off When We Leave

THE ART OF LETTING GO

NOTE

Part Two Raising Your Venture Fund

8 LP Universe

PENSION FUNDS

ENDOWMENTS AND FOUNDATIONS. University Endowments

Foundations

SOVEREIGN WEALTH FUNDS

FINANCE AND INSURANCE COMPANIES

That's One Happy Family…

FAMILY OFFICES AND HIGH-NET-WORTH INDIVIDUALS

CORPORATE OPERATING FUNDS

COMPARISON OF LIMITED PARTNERSHIPS

NOTES

9 LPs of Choice: Fund of Funds

ADVANTAGES OF A FUND OF FUNDS

Fund of Funds: Bridging Institutions and Venture Firms

FUND OF FUNDS INVESTMENT STRATEGIES

10 How LPs Conduct Fund Due Diligence

PRIMARY AND SECONDARY INVESTMENT CRITERIA

FUND SELECTION CRITERIA

NOTES

11 Defining Your Fund's Investment Strategy

MARKET OPPORTUNITY

COMPETITIVE ADVANTAGES

The Top-Down Approach to Building Your Thesis: Roadmap Investing

Investment Thesis: Union Square Ventures Describes the Power of Network Effects

CASE STUDY: SOLO GP GOES INSTITUTIONAL

Lessons from a Solo VC

CASE STUDY: OVERSUBSCRIBED FIRST FUND — HOW A $30M FUND ENDED UP WITH OVER $100M IN COMMITMENTS

Following the Power-Law of Returns: Success Begets Success

PUTTING IT TO WORK

CASE STUDY: STARTING ALL OVER…

CASE STUDY: WHO HAS TIME FOR THIS? I DON'T NEED NO LPS ANYMORE…

NOTES

12 Investment Team Diligence

EVALUATING FUND MANAGERS

TEAM DYNAMICS: STABILITY, SKILL SET, AND ALIGNMENT

Stability and Alignment: Will the Family Stay Together?

Rock Star Partner Comes on Board

Identifying Complementary Skill Sets

The Importance of Soft Skills

Generalists versus Specialists

VC is a Relationship Business

NOTES

13 Fund Size and Portfolio Construction

Smaller Is Better

Key Takeaways

NOTES

14 Performance Analysis

INDIVIDUAL PERFORMANCE AND ATTRIBUTION

The Alphabet Soup of Performance: IRR, C-on-C, TVPI, DPI, or PME?

PUBLIC MARKET EQUIVALENTS

Public versus Private: Why PME Matters

FUND-LEVEL PERFORMANCE

MEASURING REALIZED RETURNS

SELF-SELECTION BIAS: GIANTS AMONG MIDGETS

NOTES

15 Terms of Fund Investment: The Limited Partnership Agreement

KEY TERMS

FUND FINANCIAL TERMS

Management Fees

Financial Commitment of the General Partners

It's Not Always About Your Fees

Carried Interests and Performance-Based Triggers

Example: Carry Calculation: Net Profits versus Gross Profits

Waterfall

Clawbacks

FUND GOVERNANCE TERMS

Investment Limitations

Conflicts of Interest

“Key Person” Provisions

No-Fault Divorce

Indemnification/Standard of Care

Confidentiality

WHAT INSTITUTIONAL LPs SEEK

OFFERING SWEETENERS TO ATTRACT LPs: A DOUBLE-EDGED SWORD

MOST NEGOTIATED LP–GP TERMS

WHY LPs TERMINATE EXISTING RELATIONSHIPS

NOTES

16 The Venture Firm's Ethos, Culture, and Values

ETHOS

CULTURE AND VALUES

Defining Your Ethos: The Sequoia Way

Core Values — New Schools Venture Fund

Diversity

Cosplay in a Café — Sequoia Hires a Partner

The Archetype of the Firm: Its Operating System

The Firm as a Group of Cowboys

The Firm as an Agency

Setting the Services Standard

The Firm as a Community Platform

GOVERNANCE OF THE FIRM

The Firm's Operational Guidelines

Administration and Operations: The Back Office

NOTES

17 Raising Your First Fund

FIRST STEPS

TARGETING LPs

MARKET TIMING

FIT WITHIN THE LP's CURRENT PORTFOLIO

NOTES

18 The Fundraising Roadshow

OVERVIEW: THE FUNDRAISING PROCESS

GETTING IN THE LP DOOR

LP Pitch Guidelines: Don't Fall Asleep or Appear Bored

Do You Need Placement Agents?

Let Me Help You Help Yourself

LOCKING YOUR ANCHOR INVESTOR

Snagging That Lead Investor: Lessons from Dick Kramlich, Founder of New Enterprise Associates (NEA)

SELL, SELL, SELL

Maybe You Are Just Not Ready for Venture Capital …

SHOULD YOU WAREHOUSE PORTFOLIO COMPANIES?

YOUR BIGGEST FUNDRAISING RISKS, AND HOW TO MANAGE THEM

NOTES

19 Why LPs Seek First-Time Funds

CREATIVITY, HUNGER, AND PERFORMANCE

RANKING EMERGING MANAGERS

A FUTURES OPTION

NOTES

20 Sourcing Investment Opportunities. OVERVIEW: THE SOURCING PROCESS

PROACTIVE SOURCING

Catch ’em Young — Dorm Room Fund

NETWORK-BASED SOURCING

When Opportunity Meets the Prepared Mind

Sourcing Advantage: Treat Every Entrepreneur with Respect

ACCELERATORS

Techstars Accelerator — from a Concept to a Global Network in a Decade

ANGEL NETWORKS

COMMERCIALIZING UNIVERSITY RESEARCH

Sourcing Advantage: How to Monetize University Startups

CORPORATE RESEARCH

TRADE CONFERENCES

INVESTOR PITCH SESSIONS

THE AGONY OF MISSED OPPORTUNITIES

First Round Capital Loses Some and Gains Some: Twitter and Square

NOTES

Part Three Building Your Portfolio

21 Due Diligence Cheat Sheet

NOTE

22 Diligence

THE CHECKLIST MANIFESTO

Importance of Checklists: Specialized Ability and Group Collaboration

TAILORING DILIGENCE BY STAGE

Elements of Enduring Companies: Sequoia Capital's View

CHECKLISTS — USEFUL BUT SELDOM USED

The Socratic Method of Conducting Due Diligence

NOTES

23 Management Team Diligence: Assessing the Intangible. OVERVIEW

VALUES AND INTEGRITY

This Is How We Change the World

CAN THE COMPANY ATTRACT GIANTS?

Andreessen Horowitz on the Art of CEO Selection

Direction: Does the CEO know what to do?

Execution: Can the CEO get the company to do what he or she knows?

Results: Did the CEO achieve the desired results against an appropriate set of objectives?

CAN THE CEO EXECUTE? LAMBS VERSUS CHEETAHS

SERIAL ENTREPRENEURS VERSUS FIRST-TIME ENTREPRENEURS

Leonardo Da Vinci Pitches the Ruler of Milan, Circa 1480

BIAS AT WORK: SEEKING ATTRACTIVE MEN

Betting on the Last One — The First-Mover Disadvantage

BACKGROUND CHECKS: FALSE MBAS AND CRIMINAL HISTORIES

But You Are Eight Months Pregnant…

Would You Like Some Fries with Your Coke?

But Nobody Asked Me If I Was a Criminal

VARIOUS APPROACHES TO MANAGEMENT DILIGENCE

Top Three Reasons Given by Venture Capitalists for Bad Hiring Decisions

Fast Electric Cars, Rocket Ships, and Mars Colonization — Would You Invest in This Pot-Smoking Entrepreneur?

NOTES

24 Market, Product, and Business Model Analysis

EVALUATING THE PRODUCT

Ethics and Diligence: Avoid This Move

ASSESSING THE BUSINESS MODEL

Pricing Power

What Business Model? We Are Just a Bunch of Kids Farting Around …

NOTES

25 Terms and Conditions Apply: The Art of Structuring Investment Transactions

THE SPIRIT OF THE TERM SHEET

NEGOTIATION STRESS POINTS

26 Structure of the Term Sheet. OVERVIEW

CONVERTIBLE LOANS AND SAFE

Just Don't F— It Up

KEEPING TERM SHEETS SIMPLE

SAMPLE SUMMARY TERM SHEET

NOTES

27 Buy Low, Sell High: Equity Preferred Stock

VALUATION METHODS AND OTHER VOODOO ARTS

THE DRIVERS OF VALUATION

COMPARABLE VALUATIONS OF SIMILAR INVESTMENTS (COMPS)

Valuation in 13 Short Tweets — Elizabeth Yin of Hustle Fund

Options Trading

DISCOUNTED CASH FLOW METHOD

How to Value Intel: Lessons from Arthur Rock

LIQUIDATION PREFERENCE

ANTIDILUTION PROTECTIONS

Dividends

Pay-to-Play

Preemptive Rights/Right of First Refusal

The Contentious Challenge — Right of First Refusal, Super Pro-Rata, and Future Financings

Options and Warrants

Springing Warrants

GOVERNANCE AND CONTROL: PROTECTING YOUR SECURITIES

EXIT-RELATED PROVISIONS

Redemption

Drag-Along Rights/Tagalong Rights and Co-Sale Agreements

Conversion to Common at Public Offering, Registration Rights, and Piggyback Rights

OTHER IMPORTANT TERMS

Employment-Related Terms

SYNDICATING INVESTMENTS

Those Clever Financiers …

MILESTONE-BASED FINANCING: RISK MITIGATION OR DISTRACTION

Key Takeaways

NOTES

28 The Closing Process: After the Term Sheet

Part Four The Art of Value Creation

29 Serving on Boards

OVERVIEW

LEGAL REQUIREMENTS OF BOARD SERVICE. Fiduciary Duties

Confidentiality and Disclosure

SELF-EDUCATION: PREPARING FOR YOUR BOARD ROLE

ROLES AND RESPONSIBILITIES OF A BOARD MEMBER

NOTES

30 Board Culture and Orientation

On-Boarding a New Member

TOWARD A BETTER BOARD CULTURE

Establish Trust with the CEO

Build a Cadence of Healthy Communication

Ensure Alignment of Interests

Avoid Complacency

ON-BOARDING CHECKLIST

NOTES

31 Let Me Know How I Can Be Helpful: Value Creation

On Value Creation

GOOD GOVERNANCE AS THE FIRST STEP TOWARD VALUE CREATION

Board Best Practices

THE CEO'S PERSPECTIVE ON VENTURE CAPITALIST VALUE ADD

Hands Off

Effective Board Meetings, the Sequoia Capital Way

Industry Expertise as a Value Driver

Customer Relationships as a Value Driver

Work Product as a Value Driver

Business Strategy as a Value Driver

NOTES

32 Challenges in the Boardroom

CEO TRANSITIONS

BEST PRACTICES IN MANAGING CEO TRANSITIONS

PERFORMANCE CHALLENGES

Cash Flow–Related Matters

Follow-on Funding Challenges

ALIGNMENT ON EXIT

Performance versus Governance: The Challenge of Rock Star CEOs

Fraud

BOARD EVALUATION

NOTES

Part Five Exits: Liquidity Events and Champagne

33 Exit Strategies

EXIT OPTIONS

PRECONDITIONS FOR AN EXIT

Alignment of Interests of Stakeholders

Aligning the Board and the Management Team

Alignment of Exit Value: What's a Few Hundred Million, Anyway?

The Greatest Teacher, Failure Is

NOTES

34 Acquisitions. THE PRIMARY PATH TO AN EXIT

A Big Fish Swallows a Small Fish

Three Hidden Motivators of Acquisitions

PUTTING THE COMPANY UP FOR SALE

Step 1: Test the Market Conditions

Step 2: Formalize the Process — Hire an Investment Banker

Step 3: Do Your Due Diligence

Step 4: Negotiate/Structure the Transaction

Step 5: Approvals and Closing

DEAL KILLERS

NOTES

35 Initial Public Offering

THE IPO PROCESS: THE LONG AND WINDING ROAD

STEPS TO AN IPO

Hire an Underwriter: The “Bake-Off”

File the S-1/Prospectus and Avoid the Media

The Road Show: Which City Are We In, Again?

Great Demand, or Put It on Ice?

Not an Endgame but a Financing Event

Timing the Market

IPO UNDERPRICING AND DUTCH AUCTIONS

Information Asymmetry: The Bigger Fool Theory of IPO Underpricing

The Dutch Auction: Eliminate the Pop and Those Middlemen

POST IPO: SHOULD VCs STAY ENGAGED?

NOTES

36 Secondary Sales

NOTES

Index

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80+ Customer Ratings on Amazon with over 50 Five-Star reviews

“The Business of Venture Capital is a comprehensive book with data, industry trends, and insights from leading VCs and LPs – a must have for practitioners.”

.....

And lose, and start again at your beginnings

And never breathe a word about your loss…

.....

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