Entrepreneurial Finance
Richard L. Smith and Janet Kiholm Smith
John Wiley & Sons Publishings, 2000
Book website



TABLE OF CONTENTS



PART 1: GETTING STARTED
Chapter 1: Introduction1
1.1The Entrepreneur2
1.2Financing and the Entrepreneur4
1.3The Finance Paradigm5
1.4What Makes Entrepreneurial Finance Different Corporate Finance?
Interdependence between Investment and Financing Decisions
Diversifiable Risk and Investment Value
Managerial Involvement of Outside Investors
Information Problems and Contract Design
Incentive Alignment and Contract Design
The Importance of Real Options
Harvesting the Investment
Value to the Entrepreneur
5
6
8
8
9
9
10
11
11
1.5 Why Study Entrepreneurial Finance?12
1.6The Objective: Maximum Value for the Entrepreneur13
1.7The Process of New Venture Formation13
1.8Organization of the Book15
1.9Summary17



Chapter 2: An Overview of New Venture Financing22
2.1The Rocket Analogy23
2.2Choosing the Organizational Form24
2.3Information Problems Facing the Entrepreneur and Investors27
2.4Measuring Progress with Milestones28
2.5Stages of New Venture Development30
2.6Sequence of New Venture Financing32
2.7Sources of New Venture Financing
Self, Friends, and Family
Angel Financing
Venture Capital Investors
Small Business Investment Companies
Ex-Im Bank
Trade Credit
Factoring
Asset-based Lenders
Mezzanine Capital
Private Placements
IPOs
Public Debt
Later-Stage Financing Alternatives
34
34
37
37
41
41
41
42
42
43
43
44
45
45
2.8The Deal46
2.9Summary49



PART 2: FINANCIAL ASPECTS OF STRATEGIC AND BUSINESS PLANNING
Chapter 3: The Business Plan55
3.1Why Business Plans of New Ventures are Different56
3.2Make the Plan Fit the Purpose59
3.3Is Too Much Attention Devoted to the Business Plan?59
3.4Plan First—Write Second60
3.5Strategic Planning and the Business Plan What to Include
Evidence of Credible Commitments
Evidence of Reputation and Certification
61
63
66
3.6Confidentiality68
3.7Financial Aspects of the Business Plan69
3.8Targeting the Investors72
3.9Due Diligence72
3.10Updating the Business Plan 73
3.11Summary73
Appendix 3A: Outline of a Business Plan 78



Chapter 4: New Venture Strategy80
4.1Henry Ford and the Model T81
4.2What Makes a Plan or Decision Strategic?83
4.3Financial Strategy 84
4.4Product-Market, Financial, and Organizational Strategy84
4.5Deciding on the Objective87
4.6Identifying the Alternatives88
4.7Recognizing Real Options
Describing Rights to Make Decisions as Options
Comparisons Between Real Options and Financial Options
89
90
91
4.8 Strategic Decision Analysis and Decision Trees The Option to Wait to Invest
The Option to Add to the Initial Investment
The Option to Abandon the Venture
93
95
95
98
4.9Rival Reactions and Game Trees
Nash Equilibrium
Prisoners’ Dilemma
Tensions Between Maintaining Flexibility and Commitment
99
102
102
103
4.10Summary103
Appendix 4A: An Introduction to Options109



Chapter 5 Developing Business Strategy Using Simulation114
5.1Simulation—An Illustration117
5.2Simulating the Value of an Option118
5.3Using Simulation to Evaluate a Strategy
Identifying Strategic Alternatives
Choosing Evaluation Criteria
Modeling the Problem
Specifying the Assumptions and Describing the Uncertainties
Running the Simulation
Analyzing the Results
120
120
121
121
122
125
128
5.4Comparing Strategic Choices with Simulation
The Option to Abandon
The Option to Wait
The Option to Invest More
128
130
133
135
5.5Summary139



PART 3: FINANCIAL FORECASTING
Chapter 6: Methods of Financial Forecasting144
6.1The Cash Flow Cycle145
6.2Critical Determinants of Financial Needs
Minimum Efficient Scale
Profitability
Cash Flow
Sales Growth
147
147
149
149
149
6.3Working Capital, Growth, and Financial Needs
Working Capital Financing
Working Capital Policy
150
151
152
6.4Pro-Forma Analysis155
6.5Forecasting Sales
Forecasting Sales of an Established Business
Forecasting Sales of a New Venture
158
159
163
6.6Estimating Uncertainty
Assessing Risk on the Basis of Experience
Developing Alternative Scenarios
167
168
168
6.7Forecasting Income Statement and Balance Sheet Information169
6.8Information Sources172
6.9Building a Financial Model: An Illustration173
6.10Summary180
Appendix 6A: Using the Pro-Forma Spreadsheet186
Appendix 6B: Sources of Information for Forecasting189



Chapter 7:Assessing Financial Needs191
7.1Sustainable Growth 194>
7.2Assessing Financial Needs When Growth is not Sustainable198
7.3Planning for Product-Market Uncertainty Providing for Product-Market Success Planning for Unexpected Failure High-Tech, High-Growth Innovation 199
200
201
201
7.4Cash Flow Breakdown Analysis
An Illustration
Using Breakeven Analysis to Project Financial Needs
Present-Value Breakeven Analysis
201
203
207
207
7.5Assessing Financial Needs with Scenario Analysis207
7.6Simulation of Financing Requirements: An Illustration
Uncertainty About Development Timing
Uncertainty About the Rate of Sales Growth
Uncertainty About Cost and Profitability
Gauging Uncertainty and Avoiding Undue Complexity
Results of the Simulation
Interpreting the Simulation Results
210
210
211
212
212
214
7.7How Much Money Do You Need?
Using Simulation to Examine Alternative Financing Arrangements
215
216
7.8Assessing Financial Needs with Staged Investment220
7.9Summary221



PART 4: VALUATION
Chapter 8 The Framework of New Venture Valuation227
8.1Perspectives on Valuation of New Ventures228
8.2Myths About New Venture Valuation
Myth 1: Beauty is in the Eye of the Beholder.
Myth 2: The Future is Anybody’s Guess.
Myth 3: Investors Demand Very High Rates of Return to Compensate for the Risks They are Taking.
Myth 4: The Outside Investor Determines the Value of a Venture.
230
230
230
231
8.3An Overview of Valuation Methods234
8.4Valuation by the Risk-Adjusted Discount Rate Method
Identifying Relevant Cash Flows
Determining the Outside Investor’s Cost of Capital
235
236
237
8.5Valuation by the Certainty Equivalent Method
Difficulties of Using the RADR Method
How the CEQ Method Addresses the Problem
246
246
248
8.6Limitations of the Capital Asset Pricing Model 249
8.7Reconciliation with the Pricing of Options250
8.8Required Rates of return for Investing in New Ventures251
8.9Summary252
Appendix 8A: Mathematics of Time Value260
Appendix 8B: Statistical Review265



Chapter 9: Valuation in Practice: The Investor’s Perspective271
9.1Criteria for Selecting a New Venture Valuation Model272
9.2 Using the Continuing Value Concept
Estimating Cash Flows During the Explicit Value Period
Estimating Continuing Value
The Effects of Market Timing on Continuing Value
273
274
275
278
9.3 New Venture Valuation Method
Using Venture Capital Method
Using the First Chicago Method
Using the RADR Form of the CAPM
Using the CEQ Form of the CAPM
281
281
284
285
292
9.4 Valuing the Investment
An Illustration
Valuation by the CEQ Method
Valuation by the RADR Method
Valuation by the First Chicago Method
Valuation by the Venture Capital Method
298
298
299
302
304
305
9.5Summary306



Chapter 10: Valuation: The Entrepreneur’s Perspective314
10.1 The Entrepreneur as an Underdiversified Investor
An Example of Competition Between Entrepreneurs and Diversified Investors
Defining the Entrepreneur’s Commitment to a Venture
316
317
318
10.2 Required Rates of Return for Full-Commitment Investments
The Entrepreneur’s Opportunity Cost of Capital Leveraging an Investment in the Market Portfolio to Determine Cost of Capital How Ability to Diversify Affects Cost of Capital Factors that Offset the Entrepreneur’s Cost of Capital Disadvantage
318
319
320
320
322
10.3 Limitations of the Opportunity Cost Framework
CAPM Valuation Bias Against High-Risk Investments
Limitations of Ability to Leverage Investment in the Market Index
Dealing with the Limitations
323
324
324
325
10.4 Valuing Full-Commitment Investments
Using the CEQ Method to Estimate Value Using the Maximum-Achievable-Leverage RADR to Estimate Value
328
238
329
10.5 Implementation—Full Commitment
Using the RADR for a First Look at Value
Valuing a Venture as a Full Commitment
329
332
332
10.6 Required Rates of Return for Partial Commitment Investments
Using the RADR Method to Estimate Value
Using the CEQ Method to Estimate Value
Using the Maximum-Achievable-Leverage RADR to Estimate Value
The Relation between the Entrepreneur’s Wealth and New Venture Value
335
335
338
339
339
10.7 Implementation—Partial Commitment
Valuing the Venture as a Partial Commitment
Comparing Full and Partial Commitment Values
Wealth, Diversification, and Venture Value
Valuing Ventures that have Cash Flows in Multiple Periods
340
340
342
342
343
10.8 Estimating the Entrepreneur’s Wealth and Investment
Estimating the Present Value of Compensation in Alternative Employment
The Entrepreneur’s Total Wealth
An Illustration
Human Capital as a Third Asset in the Entrepreneur’s Portfolio
346
346
347
347
347
10.9 How Undiversified are Entrepreneurs?
Scenario 1
Scenario 2
Generalizations
348
349
349
350
10.10Benefits of Diversification
Alternatives to Investing in the Market Index
Achieving the Right Balance
Qualitative Considerations
350
352
353
353
10.11A Sanity Check—The Art and Science of Good Investment Decisions
Assessing Sensitivity to Assumptions
Using Simulation to Deal with Uncertainty About Assumptions
353
353
354
10.12Using and Misusing Simulation in Valuation356
10.13Treatment of Sunk Costs in the Valuation356
10.14Summary357



PART 5: ORGANIZATION DESIGN AND FINANCIAL CONTRACTING
Chapter 11 Financial Contracting With Symmetric Information365
11.1Some Preliminaries366
11.2Proportional Sharing of Risk and Return
Choosing the Scale of the Venture
Outside Investment with Proportional Sharing
367
367
370
11.3Non-proportional Sharing of Risk and Return
How Shifting Risk Affects the Entrepreneur
The Outside Investor’s Perspective
Risk-Allocation Contracting in Practice
370
371
373
374
11.4Contract Choices that Allocate Expected Returns
The Entrepreneur’s Gain from Contracting with a Well-Diversified Investor
How Much of the Entrepreneur’s Wealth Should be Invested in the Venture?
Who Should Own the Venture?
Reconciling Theory with Practice
What if the CAPM is the Wrong Asset-Pricing Model?
Determining the Scale of the Venture
375
380
380
381
382
383
11.5Contract Choices that Alter Venture Returns Evaluating Investment by Subsidized Investors
Evaluating Investment by Active Investors
383
383
385
11.6Implementation and Negotiation
Evaluating Alternative Financing Proposals
Developing and Evaluating Counterproposals
387
387
388
11.7Summary390



Chapter 12: Dealing with Information and Incentive Problems396
12.1 Information Problems, Incentive Problems, and Financial Contracting
Financial Contracting with Known Symmetrical Beliefs
Precontractual Information Costs
Example: Adverse Selection in Capital Raising
Postcontractual Incentive Problems
Example: Moral Hazard in Organizations
397
398
398
400
405
408
12.2 Contract Design
Discrete Contracting
Relational Contracting and Flexibility
Incomplete Contracts and Mechanisms for
Resolving Information and Incentive Problems
412
412
413
414
12.3 Organizational Choice
An Economic Perspective on Organizational Structure
A Contracting Framework of Organizational Choice
A Recap
423
424
426
429
12.4Summary429



Chapter 13: Financial Contracting439
13.1Staging of Investment: The Venture Capital Method
Single-Stage Investment
Multi-stage Investment
Why Does Staging Reduce the Outside Ownership Share?
Determining Required Ownership Percentage When
Follow-on Investment is Expected
How the Capitalization of a Venture Relates to the Stage of Financing
440
442
442
444
445
445
13.2 Single-Stage Investment—CAPM Valuation with Discrete Scenarios
Proportional Allocation of Risk and Return
Allocating More of the Equity to the Entrepreneur
Reducing the Entrepreneur’s Investment
446
448
448
449
13.3 Staging of Investment
Staging with Irrevocable Commitment to Invest
Staging with Conditional Investment
Evaluating the Option to Invest in the Second Stage
Valuing Conditional Multi-stage Investment
Valuing the Interest of the Entrepreneur
Negotiation and Additional Considerations
452
452
454
456
460
464
464
13.4Using Contracts to Signal Beliefs and Align Incentives465
13.5 Using Simulation to Design Financial Contracts
Developing the Financial Model of the Venture and Specifying the Assumptions
Using Simulation to Estimate Expected Cash Flows and Risk
Evaluating the Financial Claims
Evaluating Alternative Financial Contracts
466
469
471
472
477
13.6 Information, Incentives, and Contract Choice
Valuing Different Types of Financial Claims
Increasing the Number of Contracting Parties
Contracting to Resolve Information and Incentive Problems
477
477
481
482
13.7Summary 484
Appendix 13A: Evaluating Alternative Financial Contracts489



PART 6: FINANCING SOURCES AND HARVESTING
Chapter 14: Venture Capital495
14.1An Overview of the Venture Capital Market496
14.2 The Organization of Venture Capital Firms
Organizational Structure
The Investment Process
Why Limited Partnership Funds?
499
500
503
506
14.3 How Venture Capitalists Add Value
Adding Value by Selecting Investments and Negotiating Deals
Adding Value by Allocating Effort Efficiently
Adding Value by Monitoring and Advising Portfolio Companies
507
507
509
510
14.4Investment Selection and Venture Capitalist Compensation513
14.5Venture Capital Contracts with Portfolio Companies513
14.6Venture Capital Contracts with Investors516
14.7The Role of Reputation in the Venture Capital Market518
14.8Summary519



Chapter 15: Choice of Financing529
15.1Financing Alternatives 530
15.2 Start with the Objective and Basic Principles of the Financing Decision
Basic Considerations that Affect Financing Choices
Other Considerations that Affect Financing Choices
531
531
531
15.3 First Step: Assess the Nature of the Venture’s Financial Needs
Four Questions the Entrepreneur Must Ask When Choosing Financing
The Influence of Immediate Financing Needs
The Influence of Near-term Financing Needs
The Influence of Cumulative Financing Needs
532
533
533
535
541
15.4 Second Step: Assess the Current Condition of the Venture
The Influence of Stage of Development
The Influence of the Value of Active Outside Involvement
The Influence of the Asset Base
542
542
542
544
15.5 Third Step: Assess the Relation Between Financing Choices and Organizational Structure
The Relation Between Financing and Strategic Planning
The relation Between Financing and Franchising
546
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548
15.6 How Financial Distress Affects Financing Choices
Why Turnaround Financing is Different
Influence of Financial-Distress Costs on Choice of Financing
548
549
552
15.7How Reputations and Relationships Affect Financing Choices552
15.8Total Availability of Financing for Small Businesses and New Ventures553
15.9 Avoiding Missteps
The Investor’s Perspective on Timing
556
556
15.10Summary557



Chapter 16: Harvesting566
16.1 Going Public
The Initial Public Offering Process
Harvesting in the IPO
Harvesting After the IPO
567
568
576
577
16.2 Acquisition
Equity of the Venture Purchased for Cash
Assets of the Venture Purchased for Cash
Equity or Assets of the Venture Exchanged for Equity of the Acquirer
After the Acquisition
Agreeing to Disagree
Valuing Private Transactions
578
578
579
580
580
581
581
16.3 Management Buy-Out
Valuing MBO Transactions
583
584
16.4 Employee Stock Ownership Plans of Private and Family Businesses
The ESOP Process
Valuation Considerations
584
585
587
16.5 Roll-Up IPO
Valuation Considerations
587
588
16.6 The Harvesting Decision
Company Size
The Value of a Public Market for the Shares
Synergies
Track Record and Ease of Valuation
Timing
Ownership and Control
Taxes
Transactions Costs
589
589
589
590
590
590
591
591
591
16.7Summary591



PART 7: CONCLUSION566
Chapter 17: The Future of Entrepreneurial Finance: A Global Perspective601
17.1 Completing the Circle
Entrepreneurial Investment and Financing Decisions Are Interdependent
Investment Value Depends on the Entrepreneur’s Ability to Diversify
Some Outside Investors are Actively Involved in Their New Venture Investments
Financial Contracts and Other Devices Can Be Used to Address Information Problems
New Venture Financial Contracts Can Align Incentives
Real Options Are an Important Source of Value for New Venture Stakeholders
Harvesting Is Critical to the Investment Decision
New Venture Organizational and Financing Choices Can Be Compared Based on Their Effects on Value to an Entrepreneur or to an Investor
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602
602
604
604
605
605
606
607
17.2 Breaking New Ground
How can Portfolio Theory Best Be Adapted to Evaluate High-Risk Opportunities with Significant
Probabilities of Failure?
What is the Opportunity Cost of Capital for High-Risk, Long-Term Investments?
What is the Best Way to Value Investment Opportunities Involving Portfolios of Complex and Interdependent Real Options?
What is the Best Way to Estimate the Uncertain Cash Flows of a New Venture and the Correlation of Those Cash Flows with the Market?
What is the Best Approach for Valuing Multiple-Period Cash Flows for an Under-Diversified Investor?
What Kinds of Investment Opportunities Are Most Effectively Pursued by Individual Entrepreneurs and What Kinds Are Most Effectively Pursued by Corporations?
How Do Financial Wealth and the Opportunity Cost of Human Capital Affect an Individual’s Decision to Undertake a High-Risk Entrepreneurial Venture?
How Can Organizations that Engage in Research and Development Promote Entrepreneurial Activity While Preserving the Right to Realize Some of the Rewards of the Activity?
How Will a Decrease in the Rate of Innovation Affect the Allocation of ResourcesDevoted to Entrepreneurial Activity?
607
607
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608
608
608
609
609
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609
610
17.3 An International Comparison of Entrepreneurial Activity
The Role of Financial Structure in Simulating Entrepreneurial Activity
The Financial Structure Facilitates Assessment of Risks and Rewards
The Financial Structure Limits Exposure to Risk and Increases Expected Rewards
The Financial Structure Both Facilitates and Limits Risk-Taking by the Entrepreneur
The Financial Structure Includes Patient Investors with Minimal Needs for Liquidity
The Tax Structure Favors Capital Investment
The Financial Structure Facilitates Diversification and Pooling of Risk
The Financial Structure Provides Easy Access to Well-Functioning Public Capital Markets
Investment Decisions are Predominantly Market-Driven
610
612
612
613
613
614
617
619
620
622
17.4 The Future of Entrepreneurial Finance
Methods of Selecting New Venture Investment Opportunities Will Improve
Changes in the Set of Entrepreneurial Investment Opportunities Will Threaten Existing Institutions
Changes in the Competitive Climate Are a Threat to Existing Institutions
What will be the Drivers of Success?
623
623
624
626
628



INDEX632