Former New York City Mayor Rudy Giuliani is fighting to retain possession of his Yankees World Series rings, which he claims now belong to his son, Andrew. In sworn testimony, Giuliani described the rings as a family heirloom and Yankees good-luck charm. He recounted how he and Andrew would each wear one for special occasions, such as the team’s World Series win in 2009. Giuliani testified that when he received the rings from late owner George Steinbrenner in 2002, he insisted they were for Andrew and invited his son to choose one for himself.

Giuliani, facing a $148 million defamation verdict, testified in a deposition ahead of a court battle over assets sought by two former Georgia election workers who sued him over his lies about them following Donald Trump’s 2020 election loss. The court hearings will determine the fate of Giuliani’s World Series rings and his condominium in Palm Beach, Florida. The former mayor claims the condo is his primary residence and should be exempt from seizure. For Giuliani, once known as “America’s Mayor” for his leadership after 9/11, it marks a legal setback in his life.

Lawyers for the former election workers argue that Giuliani has defied court orders to hand over property, including a Mercedes previously owned by Lauren Bacall. Giuliani listed 26 watches in a bankruptcy filing but now claims only 18 were surrendered to the plaintiffs. The dispute over the World Series rings arose when the election workers asked the judge to award them the rings, but Giuliani’s son Andrew, now 38, claimed they belong to him. Giuliani’s deposition reveals a proud and combative man who has faced significant losses and believes he has been unfairly targeted.

Giuliani shared memories of his tenure as mayor, recalling his efforts to combat homelessness and his disappointment with the shift in New York City’s politics. He spoke at length about his relationship with Trump, his support for the former president, and his passion for the Yankees. As a longtime fan of the team, Giuliani witnessed their numerous championships and was honored with four World Series rings during his time as mayor. Despite the extravagant nature of the rings, Giuliani stopped wearing them when the Yankees’ success declined, reflecting on the team’s losses in subsequent seasons.

The court battle over Giuliani’s assets highlights his fall from grace and legal woes following his involvement in Trump’s post-election challenges. The dispute over the World Series rings underscores the personal significance of the memorabilia to Giuliani and his desire to pass them on to his son. Despite facing financial challenges and legal battles, Giuliani remains steadfast in his belief that the rings rightfully belong to Andrew. As the legal proceedings unfold, the fate of the rings and other valuable assets will ultimately be decided by the court, marking a turbulent chapter in Giuliani’s once illustrious career and personal life.

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