October 9, 2025

Trump’s enemies list is long, ever-changing, and not exclusive. Stand up against him or speak out in favor of democracy once, and you’ll find yourself name-dropped in the middle of a Trump rant next to the likes of Taylor Swift, Anthony Scaramucci, and Gov. Gavin Newsom. 

No one seems to be more regularly on his list than Gov. J.B. Pritzker. While it’s not unexpected for Trump to be at odds with a Democratic governor in a deep blue state, with Pritzker, it’s personal. Pritzker is everything Trump is not: a dedicated public servant, a hard worker, and generous with his vast wealth. 

As Trump sends troops into Chicago, his rage against Pritzker has hit a boiling point. Over the last week, the city has felt the weight of Trump’s tyrannical rule. ICE agents raided an apartment on the South Shore, zip-tying and detaining children — including United States citizens. In another incident, border patrol shot a woman and caused a multi-vehicle collision, according to witnesses. Agents are even targeting elementary schools. 

Unlike others, Pritzker isn’t hiding or staying silent. He is...