Rudy Giuliani just took a serious blow – and his odds of flipping on Donald Trump may have just gone up

After Rudy Giuliani was criminally indicted alongside Donald Trump in Fulton County, Giuliani very loudly complained about his mounting legal bills. It felt like Giuliani was trying to goad Trump into helping with those legal bills, under the implied threat of Giuliani flipping. Immediately thereafter, Trump announced a one-off fundraising dinner to help with Giuliani’s legal expenses.

The move appeared to work, in the sense that Giuliani hasn’t flipped yet. But it also felt like a temporary move. After all, Giuliani is bleeding money from all sides. He’s facing huge civil judgments, he’s trying to mount criminal defenses in multiple jurisdictions, and he even recently put his house up for sale. Now it’s gotten worse for him.

Giuliani’s attorneys – at this point you could presumably say former attorneys – are now taking him to court, alleging that he owes $1.4 million in unpaid legal bills. This means that Giuliani is now bleeding money in yet another direction.

Remember, Donald Trump isn’t paying Rudy Giuliani’s legal bills. He merely did a one-off fundraiser for Giuliani. But that money is likely already gone out the door, and now Giuliani has yet another million dollar-plus debt to deal with.

Every time Giuliani falls further into debt, the odds of him flipping on Trump go up. That said, given how unreliable Giuliani has become, he might not be able to get much in the way of a cooperation deal. He tried doing a proffer session with Jack Smith, but ended up being listed as a co-conspirator anyway. At this point Giuliani’s only real hope of getting a good cooperation deal might be if he has actual evidence against Trump hiding under his bed.