Cover Page

Table of Contents

Series Page

Title Page

Copyright

Dedication

Preface

Acknowledgements

Part One: The Importance of Private Capital

Chapter 1: Wealth in America

Democracy and Capitalism

Capitalism and Its Contradictions

Providential Societies

Risk and Strength

America and Decline

On China

Addressing the Declinists

Conclusion: American Distinctiveness and Private Wealth

Notes

Chapter 2: Creative Capital

A (Brief) Moral History of Capitalism

The Ancients

Moral Arguments for Capitalism

Creative Capital in America

Higher Education: The Case of St. John's College

Politics: The Conservative Resurgence

New Business Ideas: Venture Capital in America

Creative Capital and Vibrant Societies

Why Do Creative Capitalists Persist?

The Indispensable Nation

Conclusion: Underdogs and Bullies

Notes

Part Two: The Stewardship of Wealth

Chapter 3: Are We Living in a Permanent Financial Crisis?

The End of History (Again)

A Permanent Financial Crisis?

The Cause of the Crisis Matters

The Industrial Revolution and Its Aftermath

The Great (and Strange) Experiment

Seize the Means of Production!

The Power to Tax Is the Power to Destroy—Societies

“Borrowing … the Disease Is Incurable”

Now What?

But, First, a Note about Germany

Investing Capital in a (Very) Uncertain World

Conclusion: A World At Risk

Notes

Chapter 4: Risk

Families and Investment Risk

The Law of Supply and Demand (Again)

Idiosyncratic Ideas about Risk

Real Risks: Those Embedded in the Process of Investing

Variance Drain

Behavioral Finance: Are We Hard-Wired for Failure?

Edith and the Headwinds She Faces

What Should Edith Do?

Conclusion: Preserving Wealth Is Hard Slogging

Notes

Chapter 5: The Collapse of Ethical Behavior

What Caused the Crisis?

An Unsavory Rehash of the Ethical Failures

How Scandal Became Crisis

Why Such an Ethical Swamp?

Where Do We Go from Here?

Conclusion: Fixing the Industry

Notes

Chapter 6: Finding the Right Advisor

Open Architecture as a Disruptive Business Model in the Advisory World

The Outsourced CIO Model

Finding the Right Advisor for Your Family

Conclusion: Focusing On a Few Key Variables

Notes

Chapter 7: Making Family Investment Decisions

The Family Investment Committee Today

Attempts to Deal with the Problem

The Family Investment Committee, Tomorrow

Opportunity Costs: Prudence versus Returns

Conclusion: Focusing On What Families Do Best

Notes

Chapter 8: Trusts

Open-Architecture Trusts

A Brief, Unconventional (but Wickedly Accurate) History of the Common-Law Trust from the Client's Perspective

Down with the Bundled Trust! Up with the Open-Architecture Trust!

Private Trust Companies

Total Return Trusts

Conclusion: Let's Get Revolutionary

Notes

Part Three: The Rich Get Richer

Chapter 9: Designing Taxable Investment Portfolios

The Markowitz Revolution

Problems with Mean Variance Optimization

Best Practices in Designing Investment Portfolios for Families

Traditional Asset Allocation Modeling

Modern Asset Allocation Modeling

Satisfying Portfolio Claims Prudently

Conclusion: Art versus Science

Notes

Chapter 10: Adding Value to Family Investment Portfolios

Moving from the Current Strategy to the New Strategy

Adding Value through Manager Selection

Adding Value by Tactically Repositioning the Portfolio

Adding Value through Opportunistic Investments

Adding Value through Monitoring and Rebalancing

Conclusion: We Need All The Value-Add We Can Get

Notes

Chapter 11: Investing in U.S. and Non-U.S. Equities

U.S. Large- and Mid-Capitalization Stocks

U.S. Small-Capitalization Stocks

International Developed Country Stocks

Emerging and Frontier Markets

Conclusion: Equity Securities Are At the Core of Most Portfolios

Notes

Chapter 12: Investing Globally

Why Go Global?

Why Stay Home?

Global Investing in the Real World (or, Maybe, Real Investing in a Global World)

Conclusion: Think Globally, Act Locally

Notes

Chapter 13: Investing in Real Assets

Real Estate

Oil and Gas

Commodities

Conclusion: The Use and Misuse of Real Asset Exposure

Notes

Chapter 14: Investing in Fixed Income

Mistakes Bond Investors Make

Employing Best Practices in Building Bond Portfolios

Managing Cash

Conclusion: Fixed Income Is Underappreciated

Notes

Chapter 15: Investing in Hedge Funds

What Is a Hedge Fund?

Types of Hedge Funds

Challenges for Hedge Fund Investors

Building a First-Rate Hedge Fund Portfolio

Conclusion: Should Anyone but Yale Invest in Hedge Funds?

Notes

Chapter 16: Investing in Private Equity

Why Invest in PE?

Persistence of Returns

The Importance of Diversification

Private Equity Returns

The Return Characteristics of PE Investments

Gaining Exposure to Private Equity

PE Funds of Funds

A Global Asset Class

Illiquidity and the J-Curve Effect

Ramping Up to Your Target Allocation

Waterfall Analysis

Secondary PE Investing

The Evolution of Secondary Investing

Secondary Investing Strategies

Identifying High-Quality Secondary Funds

Conclusion: The Ultimate Aspirational Asset

Notes

Chapter 17: Working with Money Managers

The Business of Money Management

Traditional Managers

Alternative Managers

Conclusion: At Least Managers Are Interesting

Notes

Chapter 18: Managing Investment-Related Taxes

Designing Portfolios from an After-Tax Perspective

Asset Location

Asset Class Strategies

Tax-Aware Managers

Harvesting Losses

Conclusion: You Can't Eat Gross Returns

Notes

Chapter 19: Asset Location and Implementation

Asset Location Issues

Implementation Issues

Conclusion: It's Not Just a Technical Issue

Notes

Chapter 20: Monitoring and Rebalancing Taxable Portfolios

Performance Monitoring

Rebalancing Taxable Portfolios

Conclusion: Monitoring and Rebalancing Are Stewardship Issues

Notes

Chapter 21: Investment Policy Statements

The Investment Policy Statement

Spending Policy Statements

Cash Guidelines

Manager Guidelines

The Investment Committee Policy Manual

Letters to the Family

Conclusion: Don't Skimp on Documenting Your Decisionmaking

Chapter 22: Miscellaneous Challenges for Private Investors

Asset Custody

Concentrated Security Positions

Establishing a Family Office

Family Investment Partnerships

Philanthropy

Conclusion: There Are Challenges Everywhere We Look

Notes

Afterword: On Happiness

Stereotypes of the Rich

The Rich and the “Faux Rich”

The Real Way the Rich Are Different

Children and the Wealthy

Marriage and the Wealthy

Work and the Wealthy

Failed Stewardship and Family Unhappiness

Wealth and Happiness

Notes

About the Companion Website

About the Author

Index

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