Rudy Giuliani's Potential Cellmate May Hear Him Reminisce: "I Used to Be America's Mayor" | Vanity Fair

Article by Bess Levin

There were times when certain events were seen as humiliating experiences for Rudy Giuliani. The once admired "America's mayor" faced various embarrassing incidents which made people question his actions and often led them to ask, "What exactly happened to Rudy Giuliani?" However, looking back, these instances do not seem to be the worst events in his life. In fact, Giuliani now faces potential financial insolvency and the possibility of a prison sentence.

According to reports by the Daily Beast:

Giuliani is on the brink of a monetary judgment against him in DC related to his unfounded allegations of election fraud against two poll workers. Following the conclusion of this civil suit, he is expected to brace for a criminal trial in Atlanta, where he faces similar racketeering charges that he, as a federal prosecutor, had once used against mobsters in New York. Furthermore, Giuliani has various creditors, including former associates and contractors, demanding payment.

For Giuliani, 2023 may conclude in financial defeat, with a potentially worse outcome in 2024, which could end with a prison sentence.

Article by Kase Wickman, David Canfield, and Kase Wickman

Giuliani has already been found guilty of defamation against election workers Ruby Freeman and Shaye Moss, and proceedings this week will establish the compensation he must provide. The women are seeking damages ranging from $14 million to $41 million. Based on their accounts of how the former mayor and Trump attorney adversely affected their lives, the request for compensation is understandable.

Freeman and Moss reported that Giuliani's groundless accusations against them created a hostile environment. Due to the fear for her life, Moss admitted to dramatic changes in her lifestyle and Freeman shared the inappropriate messages she received as a result of Giuliani's false claims.

In response to their claims, Giuliani dismissed the compensation sought by Freeman and Moss, laughing at their $40 million request. Despite his dismissive attitude, it appears unlikely that Giuliani would be able to pay this amount due to his inability to meet his financial obligations and the increasing lawsuits filed against him.

However, the defamation charges might be the least of Giuliani's worries. As suggested by the Daily Beast:

Reports by Kase Wickman, David Canfield, and Kase Wickman

Greater trouble for Giuliani may arise later next year when Fulton County district attorney Fani Willis intends to put him on trial alongside former president Donald Trump for attempting to invalidate the 2020 Georgia election. Giuilani could face a lengthy prison sentence if found guilty. Although he could potentially avoid this by collaborating with prosecutors to provide evidence against Trump, this would conflict with Giuliani's financial reliance on Trump.

An example is Giuliani's participation in the "Dinner With America's Mayor" event, which Trump hosted and cost $100,000 per plate. If Giuliani were to turn on Trump as other lawyers have, his source of income could be cut off. In 2021, Giuliani experienced professional disgrace, having his law license suspended by New York and the District of Columbia for spreading misinformation and his involvement in the January 6 insurrection. He also faced financial ruin. The following year, he could potentially be incarcerated.

Regardless of the outcomes, Giuliani has persistently pleaded not guilty to all the charges filed against him.

*For him that would be 9/11, which he literally said last year was “in some ways, you know, the greatest day of my life.”