Trump partially confessed to his company's alleged crimes at a Florida rally. Here's why.

Former President Donald Trump used to call himself one of the nation's foremost experts on taxes, but at a rally in Sarasota, Florida, on Saturday night, he seemed baffled at the idea that having your company pay for private school in Manhattan for your grandchildren might be considered taxable income. Trump also appeared to acknowledge the thrust of the crimes Manhattan prosecutors charged his company and CFO, Allen Weisselberg, with last week: fraudulently avoiding paying taxes on $1.7 million worth of income, booked in a second secret ledger.

Why would he admit that out loud, on camera? Trump "has a very long history of conflating legal issues with public relations issues," New York Times reporter Maggie Haberman told CNN on Monday. He will "repeat the charges out loud and say there's nothing wrong with it, say that everybody does it," but the difference now is that "an indictment has been filed" against Weisselberg and the Trump Organization, Trump himself is "still under investigation, and he no longer has a shield of prosecution" from when he was president.

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Trump probably thinks the same playbook he's been using for nearly 50 years will work once more, Haberman said, but he "is obviously very worried. If he weren't worried, he wouldn't be talking about it at a political rally."

Unfortunately for anyone who is or will be charged at the Trump Organization, "these cases get litigated in the courts, not in rallies," former prosecutor Elie Honig said later on CNN. Trump's "bizarre statement" Saturday night was "a partial admission — he admits the core facts that yes, we pay people off the books and no, we did not pay taxes on it" — and it "absolutely can be used against him in court."

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Peter Weber, The Week US

Peter has worked as a news and culture writer and editor at The Week since the site's launch in 2008. He covers politics, world affairs, religion and cultural currents. His journalism career began as a copy editor at a financial newswire and has included editorial positions at The New York Times Magazine, Facts on File, and Oregon State University.