Should we fix why you pay more in taxes than a millionaire?
by Alvin Blackshear | Historian & Researcher
Before the French Revolution, the “Second Estate” was the nobility, a class defined by inherited privilege. Whether modern America has built something similar is a serious question, and it begins with how we tax each citizen to pay for common goods and needs.
Heather Cox Richardson frames American history as a contest between democracy and oligarchy, in which concentrated economic power repeatedly seeks to entrench itself politically. Her framework is historical, not a tax proposal, but it points to a practical issue: the tax system treats income and wealth very differently. Income, mostly wages, is taxed as earned. Wealth, mostly appreciating assets, can grow for decades untaxed, may be borrowed against, and at death generally passes to heirs with a reset cost basis, so that unrealized gains are never taxed.
Law professor Ray Madoff makes a version of this argument in The Second Estate: How the Tax Code Made an American Aristocracy (University of Chicago Press, 2025). She contends that tax rules, including those governing trusts and charitable vehicles such as donor-advised funds, consolidate wealth across generations and create two tracks, one for earners and one for owners. Defenders of current tax rules respond that capital formation, charitable giving and family businesses are worth protecting and that tax avoidance can be addressed more narrowly. But this type of tax policy is not progressive or equitable. Lower-income individuals end up paying a larger share of their total income in taxes than wealthy individuals (such as through sales taxes, flat excise taxes, or capped payroll taxes). Currently, the rules favor the accumulation of wealth and inevitably it is taxed well below other forms of earned income.
Robert Putnam links the outcome to the destruction of our social cohesion. The Upswing ties rising inequality to weakening trust, shrinking mobility and declining shared institutions. If advantage compounds across generations, the promise of opportunity evaporates.
Three suggested reforms deserve a deeper examination.
An annual wealth tax would attempt to address the imbalance by taxing the ownership of substantial net wealth, rather than relying exclusively on taxes imposed when income is earned, investments are sold, or estates are transferred. An annual wealth tax could tax unrealized holdings directly but faces hard valuation problems for private businesses and art, evasion through relocation or restructuring, and constitutional questions.
Taxing gains at death (ending basis step-up or treating death as a realization event) targets the largest untaxed gains using existing income-tax concepts. Concerns include liquidity for heirs and farms or family firms, which design features such as deferral or payment plans can soften.
Inheritance or estate-tax reform changes who pays and how much: lowering exemptions, closing trust loopholes, or taxing recipients rather than estates. The federal exemption was raised sharply for 2026, so far fewer estates owe tax. Avoidance through trusts and valuation discounts is the central enforcement challenge.
Each option involves tradeoffs among revenue, administrability, economic effects and fairness, and each risks expanding government’s reach into private finances, a tension this series will keep in view.
The conclusion extends beyond budgets. Tax fairness affects democratic legitimacy: citizens who believe the rules favor an insulated class may stop believing in the rules. The wealthiest 1% of American households control approximately 32% of the nation's household wealth, according to Federal Reserve data. Within this extraordinarily privileged group, an even smaller concentration of ultra-wealthy individuals possesses enormous economic resources and political influence.
The fundamental question is whether America's tax system can effectively reach these vast concentrations of private wealth, or whether the nation's wealthiest citizens will continue to enjoy advantages that place much of their accumulated fortunes beyond meaningful taxation. Should American tax policy prevent the calcification of a permanent, hereditary economic aristocracy, a Second Estate?
Sources:
Robert D. Putnam and Shaylyn Romney Garrett, The Upswing (Simon & Schuster, 2020).
Heather Cox Richardson, How the South Won
the Civil War (Oxford, 2020).
Ray Madoff, The Second Estate
(University of Chicago Press, 2025).












