Confidence Games

Confidence Games

Lawyers, Accountants, and the Tax Shelter Industry

By Tanina Rostain and Milton C. Regan, Jr.

The rise and fall of a tax shelter industry that enabled some of America's richest citizens to avoid paying their fair share of taxes.





The rise and fall of a tax shelter industry that enabled some of America's richest citizens to avoid paying their fair share of taxes.

For ten boom-powered years at the turn of the twenty-first century, some of America's most prominent law and accounting firms created and marketed products that enabled the very rich—including newly minted dot-com millionaires—to avoid paying their fair share of taxes by claiming benefits not recognized by law. These abusive domestic tax shelters bore such exotic names as BOSS, BLIPS, and COBRA and were developed by such prestigious firms as KPMG and Ernst & Young. They brought in hundreds of millions of dollars in fees from clients and bilked the U.S. Treasury of billions in revenues before the IRS and Justice Department stepped in with civil penalties and criminal prosecutions. In Confidence Games, Tanina Rostain and Milton Regan describe the rise and fall of the tax shelter industry during this period, offering a riveting account of the most serious episode of professional misconduct in the history of the American bar.

Rostain and Regan describe a beleaguered IRS preoccupied by attacks from antitax and antigovernment politicians; heightened competition for professional services; the relaxation of tax practitioner norms against aggressive advice; and the creation of complex financial instruments that made abusive shelters harder to detect. By 2004, the tax shelter boom was over, leaving failed firms, disgraced professionals, and prison sentences in its wake. Rostain and Regan's cautionary tale remains highly relevant today, as lawyers and accountants continue to face intense competitive pressure and regulators still struggle to keep pace with accelerating financial risk and innovation.


Out of Print ISBN: 9780262027137 424 pp. | 6 in x 9 in


$25.00 X ISBN: 9780262529778 424 pp. | 6 in x 9 in


  • Confidence Games is a lively and deeply informed human story of what went on inside the big legal and accounting firms before, during, and after the tax shelter scandals that made front page news at the turn of the millennium. Rostain and Regan give readers a solid primer, translating arcane principles of accounting. Then they add a human touch with telling details mined from a public record few others have explored.

    David Cay Johnston

    Pulitzer Prize-winning tax journalist and Syracuse University law and accounting lecturer

  • Few of us imagine that we will cross the line in our professional lives—and be jailed, fined, or both. But Confidence Games tells a sobering tale of individual weakness and institutional and regulatory failure that allowed esteemed law firms, accounting firms, and multinationals to reap illegal profits at the expense of the nation.

    Diane Ring

    Professor of Law, Boston College Law School, and coauthor of Ethical Problems in Federal Taxation

  • This book manages what many might think impossible: it's a page-turner about tax. It shows what can happen when very smart people unconstrained by ethics invent and use ingenious schemes. The history is fascinating in its own right, but it is also, unfortunately, a much-needed reminder of how gameable regulation can be.

    Claire Hill

    Professor and James L. Krusemark Chair in Law, University of Minnesota Law School

  • Rostain and Regan have captured one of the most interesting—and most troubling—episodes in the checkered history of tax shelters. Their analysis raises critical ethical and policy questions about how we train, monitor, and discipline lawyers and other financial professionals today.

    Anne L. Alstott

    Jacquin D. Bierman Professor in Taxation, Yale Law School