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Before chasing quick fixes for the AI tax problem, look at Chicago's parking meters

Reported by Marketplace
Aug 27, 2026· 3 min read
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Key Takeaways
  • • Marketplace.org reports that Chicago's 2008-era sale of its parking meter rights to Chicago Parking Meters LLC for $1.15 billion over 75 years is being cited as a cautionary precedent for proposals to fund AI-driven disruption through public asset sales.
  • • Venture capitalist Vinod Khosla, speaking at TechCrunch Disrupt 2025, argued an AI sovereign wealth fund could share AI-generated gains broadly, while Senator Bernie Sanders also backs the concept.
  • • A Verasight poll conducted this summer found more than two-thirds of U.S. workers support placing half the stock of AI firms into a public fund.
  • • Nobel laureate Joseph Stiglitz warns that government ownership stakes in AI companies could weaken regulatory resolve, citing Norway's oil-funded sovereign wealth fund as an example of the risk.
  • • Bruce Schneier of Harvard's Kennedy School proposes a simpler alternative: broadly tax corporate profits and regulate, rather than take equity positions in AI firms.
Summary
Marketplace.org examines the policy debate over how to replace tax revenue that could erode as artificial intelligence reduces demand for human labor, using Chicago's parking meter sale as a cautionary case. During the Great Recession, Chicago sold its parking meter rights to a Wall Street-assembled consortium, Chicago Parking Meters LLC, for $1.15 billion under a 75-year concession. Henry Grabar, author of "Paved Paradise: How Parking Explains the World," described the deal as near-alchemy in converting an asset producing roughly $20 million in annual revenue into a sum exceeding $1 billion. The new private owners raised parking rates, and eighteen years later, according to the article, Chicago is still struggling to buy the meters back.

Against that backdrop, some economists argue that tax systems must be rethought for an era in which untaxed AI could displace taxed human workers. One approach gaining attention among technology figures is a government fund holding a large share of AI company equity. Vinod Khosla, speaking at TechCrunch Disrupt 2025, said that sharing AI's wealth is a major need and that the fund could be built over time. Marketplace cites a Verasight poll conducted this summer showing more than two-thirds of U.S. workers support placing half of AI firms' stock into a societal benefit fund. Senator Bernie Sanders supports the concept, and President Trump has said that AI will give back and that "the public will become very rich."

Opponents raise governance concerns. Joseph Stiglitz, a Columbia economist and Nobel laureate, argues that once government becomes a partial owner of AI firms, pressure to regulate them will diminish, as officials may become invested in preserving company profits. Critics point to Norway's sovereign wealth fund, financed by oil and gas revenue, as an example; an analysis by an environmental group, as cited in the article, finds that Norway continues to pursue fossil fuel exploration and does not press portfolio companies hard on climate goals.

Some experts favor a more direct route. Bruce Schneier, security technologist at Harvard's Kennedy School and author of "Rewiring Democracy," argues that government should tax and regulate, collecting revenue regardless of which companies succeed. The underlying logic, as the article frames it, is that no one can reliably identify which firms will capture AI gains, so taxing broadly avoids that selection problem.

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Sources

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AlphaMaven summarised this story from the reporting below. Each link opens the original article.

Marketplace Before chasing quick fixes for the AI tax problem, look at Chicago's parking meters