Republican presidential candidate former President Donald Trump speaks at a...

Republican presidential candidate former President Donald Trump speaks at a campaign rally, June 22, 2024, at Temple University in Philadelphia. The federal judge presiding over Trump's classified documents prosecution is hearing arguments Monday, June 24, on whether to bar him from public comments that prosecutors say could endanger the lives of FBI agents working on the case. Special counsel Jack Smith's team says the restrictions are necessary in light of Trump's false comments that the FBI agents who searched his Mar-a-Lago estate for classified documents were out to kill him and his family. Credit: AP/Chris Szagola

FORT PIERCE, Fla. — A federal prosecutor in the classified documents case of Donald Trump clashed with the judge Monday as he faced skeptical questioning over a request to bar the former president from making threatening comments about law enforcement agents involved in the investigation.

Special counsel Jack Smith’s team is seeking to make as a condition of Trump’s freedom pending trial a prohibition on remarks that could endanger agents participating in the case. Prosecutors say those restrictions are necessary after Trump falsely claimed last month that the FBI was prepared to kill him when it searched his Florida estate, Mar-a-Lago, for classified documents two years ago.

But prosecutor David Harbach, a member of Smith’s team, encountered immediate pushback from U.S. District Judge Aileen Cannon, a Trump appointee, whose handling of the case has generated intense scrutiny.

The judge questioned Harbach about how she could fashion an order that did not run afoul of Trump’s First Amendment rights and whether prosecutors could prove a direct link between Trump’s comments and actions that might then follow.

“There still needs to be a correlation between the alleged, dangerous comments and the risk” to public safety, she said.

At one point, as Harbach tried despite frequent interruptions from Cannon to rattle off the multiple rationales that he said existed for speech restrictions on Trump, the visibly exasperated prosecutor noted acidly that “I’ve got one reason out so far.”

The comment drew a rebuke from Cannon, who said, “Mr. Harbach, I don’t appreciate your tone.” She said that if he could not behave in a more professional manner, one of his colleagues could take over.

In this image from video provided by the U.S. Senate,...

In this image from video provided by the U.S. Senate, Aileen M. Cannon speaks remotely during a Senate Judiciary Committee oversight nomination hearing on July 29, 2020, in Washington. Cannon, the federal judge presiding over the classified documents prosecution of Donald Trump, is hearing arguments Monday, June 24, 2024, on whether to bar the former president from public comments that prosecutors say could endanger the lives of FBI agents working on the case. Credit: AP

Harbach completed his arguments and later apologized to the judge, saying he hadn’t meant to be unprofessional.

Defense lawyer Todd Blanche disputed the idea that Trump’s comments posed an imminent threat to anyone in law enforcement and said prosecutors’ request would have a “chilling” effect. Trump is the presumptive Republican presidential nominee and is set to debate President Joe Biden on Thursday.

Trump was not required to be present for the hearing and was not in attendance.

Trump's often-incendiary rhetoric has carried legal consequences in other cases. The New York judge presiding over Trump's hush money trial, in which he was convicted of 34 felony counts last week, fined him a total of $10,000 for violating a gag order that barred him from verbal attacks on witnesses and jurors. A federal judge in Washington handling his election subversion case imposed a similar gag order last year that an appeals court later upheld.

Special counsel Jack Smith speaks to the media about an...

Special counsel Jack Smith speaks to the media about an indictment of former President Donald Trump, Aug. 1, 2023, in Washington. The federal judge presiding over Trump's classified documents prosecution is hearing arguments Monday, June 24, 2024, on whether to bar the former president from public comments that prosecutors say could endanger the lives of FBI agents working on the case. Smith's team says the restrictions are necessary in light of Trump's false comments that the FBI agents who searched his Mar-a-Lago estate were out to kill him and his family. Credit: AP/J. Scott Applewhite

It was not immediately clear when Cannon might rule. The arguments were part of a three-day hearing that began Friday to deal with several of the many unresolved legal issues that have piled up in a case that had been set for trial last month but has been snarled by delays and a plodding pace. Cannon indefinitely postponed the trial, and it's all but guaranteed that it will not take place before the November presidential election.

Trump faces dozens of felony charges accusing him of illegally hoarding top-secret records at Mar-a-Lago and obstructing the FBI's efforts to get them back. Given the breadth of evidence that prosecutors have put forward, many legal experts have regarded the case as the most straightforward of the four prosecutions against Trump, who has pleaded not guilty. But Cannon has been slow to rule on numerous motions and has proved willing to entertain defense requests that prosecutors say are meritless.

Smith's team objected last month after Trump claimed that the FBI was prepared to kill him while executing a court-authorized search warrant of Mar-a-Lago on Aug. 8, 2022. Trump was referencing boilerplate language from FBI policy that prohibits the use of deadly force except when the officer conducting the search has a reasonable belief that the “subject of such force poses an imminent danger of death or serious physical injury to the officer or to another person.”

Trump falsely claimed in a fundraising email that Biden was “locked & loaded ready to take me out & put my family in danger.”

Prosecutors argued that such comments pose a significant foreseeable risk to law enforcement, citing as examples an attempted attack on an FBI office in Ohio three days after the Mar-a-Lago search and the more recent arrest of a Trump supporter accused of threatening an FBI agent who investigated Biden's son, Hunter.

“In our view, they are significant, they are dangerous,” Harbach said. “They present an imminent and foreseeable risk to the FBI agents in the case.”

Trump's lawyers say prosecutors have failed to show that his comments have directly endangered any FBI official who participated in the Mar-a-Lago search, and that Trump was commenting more generally on his belief that he is the victim of political persecution rather than about any one individual.

“It's an attack on the decision made by his political rival to authorize a search by agents authorized to carry guns,” said Blanche, Trump's lawyer.

The Justice Department has said Biden has had no involvement in the investigation.

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