An unexpected line to trace through Christopher Caldwell’s The Age of Entitlement underscores how post-1960s America—high on a new civil rights regime enforced by the federal bureaucracy—evolved into a culture of easy capital and low-accountability work. Caldwell’s warnings about limitless government spending, cheap credit, and extraordinary leniency on personal and corporate debt hint at a deeper transformation that I will make explicit: easy money ultimately begat easy jobs, embedding a sense of entitlement not just in civic life, but also in corporate America. Lax job performance and perpetual punting on profitability became commonplace, normalizing positions unattached to genuine operational needs.
The book’s climax spotlights Ronald Reagan’s decision to cut taxes and increase spending to buoy the Baby Boomers. Rather than halting the runaway habits of endless federal agencies, trimming spending, and repealing harmful laws from the prior generation, the Reagan Administration doubled down. The massive expansion of the administrative state—ostensibly to enforce civil rights—spilled into economic policy: free-flowing money, perpetual government growth, workless jobs, and inflated assets in both the public and private spheres. The federal government, alongside subsidized industries, sprawling corporate giants, and a host of NGOs, served as the unwitting backstop for this risky status quo.











