Late night hosts unpack the nuttiest and most damning parts of Trump's newly unveiled tax records

Late night hosts on Trump's tax returns
(Image credit: Screenshots/YouTUbe/Late Night, The Tonight Show, The Late Show, The Daily Show)

Few things are as certain in life as "death and Donald Trump not paying his taxes," Stephen Colbert said on Monday's Late Show. "Last night we learned The New York Times obtained Donald Trump's taxes for the last 20 years," and it appears "Trump is in some deep W2-doo." Trump evidently paid only $750 in taxes in 2016 and 2017, thanks to iffy accounting and staggering losses at his core businesses. Worse, "he is personally responsible for loans and other debt totaling $421 million," he added. "Somebody out there — and we don't know who — has got the leader of the free world by the short hairs. If he gets re-elected, Air Force One's gonna end up on Pawn Stars."

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Still, Noah said, "the craziest thing to me is that he took a $70,000 deduction on his hair! Because to me it now looks like two crimes might have been committed here: One is Trump's tax evasion, and two is whoever swindled Trump into paying $70,000 for what they did to him."

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"The crazy part isn't that he spent $70,000 on his hair, it's that clearly $70,000 wasn't enough," Jimmy Fallon joked at The Tonight Show. "When it comes to avoiding taxes, Trump knows every loophole. For instance, on next year's taxes he plans on claiming his coronavirus response as a total loss." But "the most damaging part of the report" is it shows Trump's a terrible businessman, Fallon said. "Since 2000, Trump's reported over $300 million in losses just from his golf courses. It would have been a better investment if Trump opened up a Radio Shack inside a Blockbuster inside a Sears."

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"Let's just say Melania's gonna be pretty pissed when she learns what half of negative-$431 million is," Late Night's Seth Meyers added. Watch below. Peter Weber

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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.