Surprisingly, the $148 million debt is just the tip of the iceberg of Giuliani’s legal troubles. Over the past year, Trump’s former lawyer unsuccessfully filed for bankruptcy, lost his accountant for his insurmountable debts, begged Trump for help settling his seven-figure legal bills (he refused), broadcast his WABC radio show canceled for spewing lies about the 2020 election, and miserably threw his own coffee brand“Rudy Coffee”, with the aim of raising extra money. He ultimately lost his bankruptcy case due to his extravagant spending habits, with New York’s presiding judge calling the city’s former mayor a “recalcitrant debtor.”

Giuliani has also been in the spotlight for a trial from his former legal representative, who accused him of not paying his bill and paying only $214,000 of nearly $1.6 million in legal fees. Giuliani, meanwhile, said he was stiffened by his favorite client, Trump, to the tune of millions of dollars.

But wait, there’s more: The MAGA henchman is also one of 19 co-defendants in the Georgia election interference case and was named in a lawsuit in April. Arizona indictment accusing another group of Republican officials and Trump allies for their alleged involvement in a scheme to overturn the results of the 2020 presidential election in the state. In October, an Arizona judge torched a legal brief filed by Giuliani in the case, decision that the former Trump aide had “not a shred” of evidence to question the legitimacy of a grand jury assigned to his trial.