'Trouble for Rudy Giuliani': Expert says new bankruptcy development is 'end of the road'

Rudy Giuliani's bankruptcy case will likely hit the "end of the road" this week, according to one expert, after a federal judge on Wednesday said he was leaning toward dismissing Giuliani’s request for protection.

Judge Sean Lane of the U.S. Bankruptcy Court in the Southern District of New York said he was "leaning toward dismissal, frankly, because I am concerned that the past is prologue,” according to The New York Times.

A federal jury awarded $148 million in damages to two Georgia election workers who said Giuliani defamed them. The former New York City mayor and Trump adviser filed for bankruptcy in December, but has missed court filing deadlines and dodged questions about his finances.

Following the judge's comments, Ryan Goodman, former special counsel for the Department of Defense, told CNN's Erin Burnett on Wednesday evening that it spells "trouble" for Giuliani.

Read also: 'Devolving into chaos': Judge threatens to cut Rudy Giuliani off at bankruptcy hearing

"It means a lot of trouble for Rudy Giuliani," he said. "It looks like the end of the road, probably at the bankruptcy court."

Giuliani's lawyers have said they want to take the case out of bankruptcy court, and the judge will likely rule that way Friday, said Goodman.

Ruby Freeman and Shaye Moss, the election workers, will likely head to courts in New York, Florida and Washington D.C., to seek immediate lien against Giuliani's properties, he said, which are worth over $11 million.

Watch the clip below or at the link here.