Giuliani’s Guide to Bankruptcy: The New Get Rich Slow Scheme

Estimated reading time: 5 minutes

The Details

In a world where reality often seems stranger than fiction, our dear Rudy Giuliani, once knighted as “America’s Mayor,” has now found himself wrangling with the consequences of his own turbocharged rhetoric. The spotlight of his latest saga shines upon a peculiar judicial decision that allowed him to appeal a staggering $148 million judgment. But alas, in a tragicomic turn of events, Rudy must now embark on an epic quest to find a financial champion to bear the cost of his legal escapades because the bankruptcy judge declared, “Not it!” in paying for his legal bills. And you thought your credit card debt was a buzzkill.

The Breakdown

  • Rudy’s Wallet is on a Keto Diet: Evidently, Rudy’s wallet has slimmed down to the point where it can no longer fit the hefty bill of his legal woes. The man who once had a hand in toppling the New York Mafia now needs to crowdfund his way through the court system. Oh, how the mighty have shrunk… their bank accounts.

    • Specific: The irony is so thick here you could cut it with one of those overpriced legal briefs. Rudy’s fighting in court to overturn a defamation judgment, but his purse strings are pulling a Houdini.
  • Finders Keepers, Losers Lawyers: It seems the rule of “you break it, you buy it” doesn’t apply to Giuliani’s legal debts. This man’s looking for a legal-financial soulmate on the courtroom floor while the bankruptcy judge watches with arms crossed and popcorn in hand.

    • Specific: One can’t help but envision a ‘GoFundMe’ titled “Help America’s (Former) Mayor” bouncing around social media. But with how popular he is, he might just raise enough to buy a single gavel.
  • Do Defamation Suits Come in His Size?: Rudy, known for his bespoke suits, might need a custom-fit defamation suit. This one’s a little snug around the reputation area. And how’s he supposed to talk his way out of it when his credit card says “Declined” every time he tries to pay his legal tailor?

    • Specific: The judges have spoken, but Rudy’s checkbook is as silent as a mime at a noise complaint hearing.
  • The Appeal of Bankruptcy Court: The appeal is still on! Because nothing says ‘I’m fighting for the truth’ like an insolvency plea. Rudy’s playing chess (with IOUs) while everyone else is playing Checkers with actual currency.

    • Specific: Somewhere there’s a bankruptcy court judge feeling like a third wheel on Rudy’s bad-date with justice.
  • Privilege has Left the Chatroom: Giuliani once whispered sweet nothings into the ears of power, but they must have been a one-night stand because now he’s waking up alone, legally speaking.

    • Specific: From dishing out subpoenas to receiving them, Rudy’s rollercoaster ride with fame and fortune has turned into a tilt-a-whirl of financial responsibility. Who says karma doesn’t have a subscription to legal journals?

The Counter

  • Deep Pockets Turned Shallow: What’s the big deal? So Giuliani has to fund his own defamation crusade. I think I saw some quarters in the sofa during the last press conference; maybe start there?

    • Counter Point: The counsels on the opposing side must be stocking up on their favorite popcorn brands to watch this show.
  • Is Bankruptcy the New Black?: Some say that bankruptcy might be this season’s legal black, and Rudy’s just setting a trend. You know what they say: “You have to spend money to not spend money.”

    • Counter Point: If being in debt were a fashion statement, Giuliani would be the cover model for ‘Fiscal Responsibility Monthly.’
  • Calling All Secret Donors: Surely, there’s a line of secret admirers with open wallets to rescue our hero from financial doom? Maybe they’re just stuck in traffic or had their carrier pigeons intercepted.

    • Counter Point: Giuliani’s fan club meetings must fit in one of those “You Must Be This Tall to Ride” seats now.
  • Defamed, Debated, and Becomes The Defendant: Why should Rudy have to pay for what his mouth did? Isn’t that what freedom of speech is for – saying whatever comes to mind without opening the wallet?

    • Counter Point: Free speech isn’t so free when it comes at the cost of legal bills taller than Trump Tower.
  • Behind Every Great Lawyer Is… Another Lawyer?: So what if Giuliani needs a lawyer? Doesn’t everyone at some point? He’s just doing his part to keep the legal economy booming.

    • Counter Point: At this rate, Giuliani might just start his own line of action figures – collect all the lawyers!

The Hot Take

Pull up a chair, folks, and let’s gab about Rudy’s run-in with reality. If this isn’t a wake-up call to judiciously tweet, I don’t know what is. Perhaps the liberal fix is a workshop: “Tweet Responsibly: The Giuliani Cautionary Chronicle.” Here we’ll learn how not to get sued while seeking the truth – or at least the truth as you see it. All proceeds go to the “Help Rudy Pay – Or Not!” initiative. And remember kids, free speech isn’t a game of Monopoly – there’s no “Get out of Defamation Free” card in the real world.

Source: Judge says Rudy Giuliani can appeal $148M judgment but has to find someone else to pay legal bills

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