The insurance company responsible for the $91.6 million bond in Donald Trump's E.
Jean Carroll defamation case must pay the full amount within 60 days if Trump's appeal is unsuccessful.
Joyce Vance, a former U.S. attorney and a vocal Trump critic, described the provision as "unusual" for such contracts.
Trump had to post the entire $83.3 million awarded to Carroll by a jury as a condition for his appeal, with 9 percent annual interest, which would be returned to him if he wins the appeal.
Trump used the Federal Insurance Company, a Chubb Insurance subsidiary, to cover the payment, a common practice.
Vance noted in her Civil Discourse blog that the 60-day payment deadline was uncommon, stating, "There is an unusual provision in the bond that would give Chubb 60 days from the date final judgment is entered in Carroll's favor (if she wins on appeal) to make payment to her."
If Trump loses the appeal and does not pay, "Chubb must tender the full amount.
They can collect from Trump in turn, but doing that would be their problem," Vance wrote.
"This is good news for E. Jean Carroll because the bond guarantees that the judgment will be paid if she prevails on appeal."
Vance also mentioned that the judge gave Carroll's lawyers until Monday morning to file objections to the bond, with a hearing scheduled for 3 p.m. that same day if they do.
Trump has already been ordered to pay $88.3 million in two defamation cases brought by Carroll, stemming from her allegation that Trump sexually assaulted her in a department store dressing room in the mid-1990s, which he has denied.
At a campaign rally in Rome, Georgia, Trump criticized the bond and Carroll's accusations, calling them "false accusations" and expressing frustration over having to pay $91 million.
Newsweek contacted Trump and Carroll's attorneys for comment on Monday.
To appeal the second defamation award of $83.3 million, Trump had to post the money in court, as decided by a jury in January 2024.
Trump's comments in Georgia could potentially lead to another defamation lawsuit against him.
"Sometimes it's not good to be rich," Trump told the crowd. "I could say things about what it would cost normally.
Ninety-one million, based on false accusations made about me by a woman that I knew nothing about, didn't know, never heard of, I knew nothing about her.
"She wrote a book, she said things, and when I denied it, I said, 'It's so crazy, it's false.' I get sued for defamation.
That's where it starts."
Trump also criticized Lewis Kaplan, the judge in both defamation cases, calling him "a terrible person, a terrible judge," and "highly corrupt."