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Full-time Florida residents and snowbirds aren’t the only ones having trouble obtaining insurance on their condominiums. Rudy Giuliani, the former New York Mayor and longtime attorney for Donald Trump, has told a bankruptcy judge that he can’t afford to pay premiums on his Palm Beach condo.
That’s not good enough for some creditors who say Giuliani, facing a $148 million defamation judgment against him, should take immediate steps to protect the property until it can be sold. Creditors filed a motion last week, asking the judge for the U.S. Bankruptcy Court in Southern New York to force Giuliani to sell the condo and insure it in the meantime.
“The Debtor has chosen to avail himself of the protections of the Bankruptcy Code to obtain a breathing spell from his creditors, but in return he must exercise due care in protecting his assets and avoiding loss, since these are the assets that he, as a debtor in possession, is holding in trust for his creditors,” reads the motion by the Official Committee of Unsecured Creditors.
“…The Committee respectfully requests that this Court compel the Debtor to take all necessary steps to sell the Florida Condo and obtain homeowners insurance in order to preserve and protect estate resources and abide by his duty to maximize the value of the estate for the benefit of his creditors,” the motion continues.
A hearing date of April 4 has been proposed to consider the motion.
The condo at South Lake Drive is valued at $3.5 million, according to Giuliani’s asset listing in bankruptcy court, although the local tax assessor says it’s more like $3 million, according to news reports. The creditors argue that the condo, less than mile from the Atlantic Ocean, is one of Giuliani’s most valuable assets. The Internal Revenue Service also had filed a lien on the property, seeking almost $550,000 in unpaid income taxes. The former Trump adviser has indicated he’s agreed to pay the taxes he owes, news outlets have reported.
Giuliani filed for Chapter 11 bankruptcy protection in December after he was hit with the $148 million verdict for defaming two Georgia election workers that he claimed had committed fraud during the counting of 2020 presidential election ballots. Now, he has said he has few assets available and cannot pay property insurance premiums on the Palm Beach spread.
The court filings did not indicate the level of premiums Giuliani could be facing on the property, or which insurers may have written the condo in previous years. But he’s far from alone in struggling with soaring insurance costs in the distressed Florida condo insurance market. Some insurance brokers and condo association representatives this year implored the Florida Legislature to allow the state-created Citizens Property Insurance Corp. to write condominiums that include short-term rental units. Many insurers have cut back drastically on HO-6 policy limits while premiums have more than quadrupled for some associations.
Allstate Insurance’s Florida unit, Castle Key Indemnity, recently raised condo rates almost 54% on average, in a use-and-file filing that regulators are still contemplating. At least one new carrier, part of HCI Group, has been approved to enter the condo market this year.
The Citizens-coverage-for-second-homes bill did not pass in the Florida legislative session that closed March 9. But under another measure, if signed by the governor, surplus lines insurers can soon make takeout offers on Citizens’ policies that cover second homes in Florida. It’s also possible that Giuliani could reduce his condo premiums if his association participates in a new wind-mitigation pilot program expected to be signed into law in the next few weeks.
By law, Giuliani’s creditors may be unable to force him to sell his primary residence in New York, although that space also needs insurance coverage, creditors said. But the committee of creditors has argued that his Florida condo is used less than 30% of the time, making it a non-primary residence and fair game to be sold (but insured in the meantime).
Giuliani may have little choice in coming weeks. The U.S. bankruptcy code and guidelines require that the debtor “maintain appropriate insurance coverage” equal to the fair-market value of the condo. Otherwise, the court must convert the property or dismiss the Chapter 11 filing, the creditors argued in their motion.
“As property of the estate, the value of the Florida Condo ultimately will be distributed to the Debtor’s creditors,” the filing notes. “As a result, it is merely a matter of when, not if, the Debtor will have to sell the Florida Condo in order to distribute the proceeds thereof to creditors in satisfaction of their claims.”
Besides taxes, Giuliani owes millions to his attorneys, accountants, plaintiffs in lawsuits against him, including voting machine companies that he allegedly defamed, and others, court documents show.
Photo: Giuliani’s condo building in Palm Beach (Google Streetview)
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MIAMI (AP) — Two South Florida police officers claim Ben Affleck and Matt Damon’s recent action thriller “The Rip” used too many real-life details in its fictionalized narrative, causing harm to the officers’ personal and professional reputations, according to a defamation lawsuit.
Jason Smith and Jonathan Santana, sergeants in the Miami-Dade Sheriff’s Office, filed the lawsuit in Miami federal court earlier this month against Artists Equity, a film production company owned by Affleck and Damon. Court filings don’t say how much the officers are suing for, but the civil complaint says they’re seeking compensatory damages, punitive damages and attorney fees, as well as a public retraction and correction.
“The Rip” features Affleck and Damon as South Florida police officers who find millions of dollars inside a house. Parts of the movie were inspired by a real 2016 case, where police found over $21 million linked to a suspected marijuana trafficker in a Miami Lakes home.
An attorney for Artists Equity declined to comment when reached Monday by The Associated Press. But in a March 19 response to the plaintiffs’ demand letter, Leita Walker, an attorney for Artists Equity, wrote that the film does not purport to tell the true story of that incident or portray real people, which had been stated by a disclaimer in the film’s credits.
Although Smith and Santana aren’t named in the film, the lawsuit claims that Santana was serving as the lead detective assigned to the real case, and Smith was the sergeant who supervised the investigative team. The film’s inclusion of real details about the case gives the impression that the characters are based on the plaintiffs, the suit said.
And this, the lawsuit claims, has given friends, family members and colleagues the impression that the plaintiffs committed the criminal acts that appear in the film, which include (SPOILER ALERT) conspiring to steal seized drug money, murdering a supervising officer, communicating with cartel members, committing arson in a residential neighborhood, endangering the lives of civilians, repeatedly violating core law-enforcement protocols and executing a federal agent rather than making an arrest.
Walker wrote in March that the plaintiffs haven’t even identified which particular character is supposed to be based on Smith or Santana, so even if “The Rip” was actually about a real-life narcotics team, there’s no way to connect any of the characters to the plaintiffs.
“The Rip,” directed by Joe Carnahan, debuted in January on Netflix. It’s currently rated 78% Fresh on Rotten Tomatoes.
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Brevard County couple gets married in NICU after birth of premature twins
A Florida couple, told they may not be able to have children, welcomed premature twins and had an impromptu NICU wedding.
Provided by AdventHealth for Children
Ben and Danielle Cassidy were told they likely wouldn’t be able to have children.
But this year they will celebrate Mother’s Day just months after having an impromptu wedding in the AdventHealth for Children hospital’s neonatal intensive care unit shortly after Danielle gave birth to twins prematurely — a week before the Palm Bay couple was scheduled to get married.
Both babies, Joshua and Rhett, are doing well despite arriving nine weeks ahead of schedule on Jan. 19, 2026, just one day after their scheduled baby shower. With a proper wedding out of the question with two premature babies in the NICU, a nurse took action.
Issabel Kenkel, the nurse behind the ceremony, said she was already in wedding planning mode for her own upcoming nuptials when she found out the Cassidy family’s ceremony would be interrupted.
“I couldn’t just let them do something small. They needed decorations and something fun, so I spoke to the music therapist and the chaplain,” Kenkel said. In short order, a wedding was being planned for their hospital room and the couple was saying their vows in the company of their safely delivered newborns.
“When we found out we could request staff members to be on our team, that’s when we requested Issabel and having that kind of consistency from someone who has such a big heart and is so kind,” Danielle said.
The hospital ceremony was all the more special because of the Cassidy family’s own health struggles.
“I have five autoimmune diseases and didn’t really think I would have kids. It’s been a rough journey. When Ben and I met, we were floored at how much a miracle it was to have kids,” Danielle said.
Ben, who battled and beat cancer, said he was worried that his prior treatment would result in negative health outcomes for his future children. Having twins for him was an unexpected blessing.
“When we found out we were pregnant, we found it so shocking. We said, wouldn’t it be great if it was twins? It filled out our hopes and dreams list,” Ben said. “They’ve been miracles for sure.”
The Cassidy couple said there was so much fear and uncertainty when their twins were born nine weeks early. Being able to get married right away just made them feel all the better about the future.
“It was nice getting married because we didn’t have to wait any longer to make it official. It made it that much harder for her to get rid of me,” Ben said.
“The unknown made it scary,” Danielle added. “We had no idea how long we would be in the hospital. Our wedding was going to be at the beach with immediate family and parents. Having NICU babies, we realized we’d never be able to get to the beach. It was really special having the people who care for our babies be part of the ceremony.”
The couple hadn’t even planned to have a band at their wedding ceremony and now the hospital’s music therapist was performing live for them and the chaplain was conducting the ceremony, something nurse Kenkel said was just part of her job.
“The babies are going to have the best outcomes if the families are taken care of and going home happy,” she said. “Being in the NICU is already so stressful. This is just one more thing I could do to take care of my patients.”
Tyler Vazquez is the Growth and Development Reporter at FLORIDA TODAY. Contact Vazquez at 321-480-0854 or tvazquez@floridatoday.com. X: @tyler_vazquez.
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