Rudy Giuliani, the former New York Mayor and ally of Donald Trump, has been repeatedly held in contempt of court in various cases related to defamation and withholding assets from Georgia election workers. A judge has found him in contempt for failing to turn over property and assets, including a penthouse and sports memorabilia, pertinent to a defamation judgment of $148 million owed to two Georgia election workers whom he defamed. Despite his claims that he is not hiding assets, sanctions have been imposed due to his perceived stonewalling and failure to comply with court orders. In a recent hearing, Giuliani expressed frustration over the questions posed by the plaintiffs, labeling them as inappropriate. As the legal challenges mount, questions remain about his strategy and whether he is waiting for assistance from Trump.