'That makes him a mark': Expert explains problem sending broke Trump back to White House

Donald Trump's failure-forward bankruptcy business model has been foiled by his success as a presidential candidate and that could mean trouble should he return to the White House, a media commentator explained Monday night.

Tim O'Brien appeared on "The Last Word with Lawrence O'Donnell" Monday to remind Americans — who last week witnessed the former president slammed with a more than $350 million civil fraud judgement — that money problems are nothing new to Trump.

"This problem was there in 2016 when Trump was elected," O'Brien said. "Trump was trying to get a real estate deal done in Moscow while he was running for president."

O'Brien said the pattern continued during his term as president when he did political favors for the Saudis and, after he left the White House, his son-in-law and former treasury secretary "got billions."

"Trump has always been a human billboard," O'Brien said. "He's been willing to sell his name and his voice to anyone who will put a bag of cash on his desk.

"That is fine when you are self promoter and a serial bankruptcy artist, who has never been able to operate a business very effectively," O'Brien concluded. "It's a world of difference when you become president."

O'Brien argued that pattern, and lack of ethical barriers enforced by the GOP, led Trump toward his current financial situation and the nation toward a tenuous political one.

"He has these massive judges against him," O'Brien said. "He is going to be scrambling to pay his bills. That makes him a mark. When you have a president that is a mark, it's bad for public interest."

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