Rob takes a hard look at how America’s tax system began to unravel—and why property taxes sit at the center of the problem.

Rob argues that the turning point wasn’t just the Reagan-era federal tax cuts, but earlier shifts like California’s Proposition 13, which dramatically limited property taxes and reshaped how governments raise revenue. While it was sold as relief for homeowners, he suggests it marked the beginning of a long-term breakdown in a tax system that once worked more evenly.

As property tax limits spread and federal taxes declined, the burden didn’t disappear—it shifted in complicated and often unfair ways. States and local governments were forced to rely on alternative taxes and fees, creating a patchwork system that varies widely depending on where you live.

Rob makes the case that this shift has led to serious consequences:

• Property tax limits reduced stable local funding for schools and services
• States turned to more regressive taxes and fees to make up the difference
• Wealthier areas were better able to cope, while poorer communities fell behind

He argues that before these changes, the system was more balanced, with stronger federal support and more reliable local funding. The episode explores whether reversing course—by strengthening federal taxation and rethinking property tax policy—could restore stability.

Rob's Links

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