Journalist Tim O'Brien, who's seen Trump's taxes, thinks Trump's accountant will now flip in D.A. inquiry

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Bloomberg's Tim O'Brien, one of the few journalists who has seen former President Donald Trump's tax returns, told MSNBC's Lawrence O'Donnell on Thursday night he will sleep better now that Manhattan District Attorney Cy Vance finally has eight years of Trump's financial documents, from 2011 to 2019. Trump "is very afraid of what's in these documents, I think," because they put him in serious criminal jeopardy, O'Brien said, but he isn't the only one implicated.

O'Brien went on to explain why he thinks it's likely Trump's chief accountant, Allen Weisselberg, will flip on Trump. "The thing to really focus in on here is that it's not just the tax records that Cy Vance has now," O'Brien said. "He probably has reams and reams of the accountant's work product. This is a criminal case, they're going to need to prove criminal intent on the part of Trump, his three eldest children, Allen Weisselberg, and anyone else in the Trump Organization who's fallen under the parameters of this investigation. And if there are email and notes and other records of communication about what they intended to do when they inflated the value of buildings so they could get loans against them and then turned around and deflated the value of the buildings so they could pay lower taxes on them, and there's a communication around that that predates any of these tax entries, that is gold for a prosecutor."

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A few hours earlier, O'Brien told MSNBC's Nicolle Wallace that the particular eight years of documents Vance's team has "is important, because it predates Trump's ascent into the White House, and I think helps build the narrative around the money trail and Trump's motivations for his destructive and obscene dance with people like Vladimir Putin. It's a shame they couldn't go back further — think this is one of the tragic misses of Robert Mueller's investigation, he could have gone back further, I think, than Cy Vance is able to into Trump's finances."

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O'Brien also underscored that the investigation implicates at least Eric Trump and Ivanka Trump, and "it also targets people inside the Trump Organization who might flip on Trump if they're exposed to criminal liability," but "the brass ring in all of this is that if Trump has a criminal conviction, he cannot run for president again, and that's looming over this entire thing as well." Peter Weber

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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.