Americans are told Social Security is in trouble because there are more retirees and fewer workers to support them. But that story leaves out a major part of the problem: how much income now sits outside the system that funds Social Security.

Roosevelt Institute’s Rey Fuentes joins Nick and Goldy to explain how rising inequality, stagnant wages, and an outdated payroll-tax structure helped create Social Security’s looming shortfall — and why benefit cuts are far from inevitable. Plus, Nick puts forward a different way to think about fixing the system — one that starts with a basic question: why should some kinds of income count toward Social Security while others don’t?

Rey Fuentes is Director of Strategic Initiatives at the Roosevelt Institute.

The $29 trillion figure in this episode’s title refers to Social Security’s projected 75-year unfunded obligation. According to the 2026 Social Security Trustees Report, the combined retirement, survivor, and disability programs are projected to have a $29.3 trillion financing shortfall, measured in present-value dollars, between 2026 and 2100. That is not $29 trillion that comes due when the retirement trust fund is projected to deplete its reserves in 2032.

Read the 2026 Social Security Trustees Report Summary

Social Media:

@rooseveltinstitute.org

@rooseveltinst 

@therooseveltinstitute

Further reading: 

Social Security Doesn’t Need Cuts. The Fiscal Panic Is Missing Where the Money Is

1983 v. 2032: The Economics of the Last and Next Social Security Reform

What’s Actually Behind Social Security’s Trust Fund Shortfall

“Will Social Security Run Out?” Is the Wrong Question: How Lawmakers Can Protect Beneficiaries and Strengthen OASI 

“Sound, Needy, and Patriotic Legislation”: Preserving the Fundamental Promises of the Social Security System

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