Former President Donald Trump has repeatedly shown his wish to see opponents investigated, exerting influence on the Justice Department to charge ex FBI Director James Comey and New York Attorney General Letitia James.
"We can't delay further, it's damaging our standing and trustworthiness," the president stated recently in a social media message.
"I was impeached twice, and indicted me (5 times!)" he said, mentioning the four criminal cases he faced after departing the White House in 2021 and James's civil case.
Both have subsequently been indicted, in cases that numerous specialists have said appear to be politically motivated and difficult to win in court.
But the most recent allegations against a presidential opponent, former national security adviser John Bolton, differ significantly, legal experts and ex-prosecutors say.
"I would say, contrasting Bolton's charges to James' is like comparing apples to oranges," stated Mark Lesko, a ex federal prosecutor for the Eastern District of New York.
Bolton has been formally charged on federal charges pertaining to the alleged improper handling of sensitive materials. After departing the White House in 2019, he has emerged as a outspoken presidential opponent, even to call him "remarkably ignorant" and unsuitable for the presidency in his memoir.
Specialists say that while there may be political motivations to go after Bolton, the methods used to secure an indictment and the proof gathered against him suggest a possibly more substantial legal argument than the DOJ brought against Comey.
"This misconduct that's being claimed is simultaneously more serious and appears to have taken place over a significant period of time," said Carissa Byrne Hessick, a academic at the University of North Carolina School of Law.
During his time as Trump's security advisor, and after his 2019 White House exit, prosecutors alleged that Bolton placed the nation at risk by improperly keeping and transmitting sensitive documents to family members using insecure means, including AOL. Some of the documents were labeled top secret.
The charge states that at one point a unauthorized user accessed to Bolton's account where documents were kept and sent an apparent warning to cause "the largest scandal since Hillary [Clinton]'s emails were released".
Bolton pleaded not guilty during a hearing on Friday to 18 separate charges of mishandling classified information.
The schedule of his charge - arriving on the tails of allegations against Comey - has renewed questions about political pressure on the justice system.
Trump once implied Bolton should be in prison, and described him a "sleazebag". Bolton, for his part, authored a book about his time in the Trump government that was sharply negative of the leader.
"There's no question that the schedule of this indictment, when paired with additional cases, has prompted questions about the validity of these charges, and the reason these charges are being brought now," stated Jamil Jaffer, creator and executive director of the National Security Institute.
Nevertheless, he added, "should the DOJ is able to demonstrate the allegations alleged and show the information is correctly classified, his behavior may certainly have broken the law".
Charging such a senior figure for mishandling sensitive materials is "rare" but not without precedent, said Carrie Cordero, a expert at the Center for a New American Security.
"Cases that involve sensitive materials present challenges to try, but they may and are filed against equally low-level and high-level personnel, from time to time," she said.
Trump similarly encountered charges of improperly keeping sensitive materials at his Mar-a-Lago resort in Florida and obstructing their recovery, but that case was ultimately thrown out by a court official and voided by his return as leader.
A special counsel also determined that former President Joe Biden wrongfully maintained classified documents from his time as second-in-command, but failed to criminally charge him.
Bolton's case shares characteristics to Trump's sensitive materials matters, noted Mr Lesko, who also held a senior national security role at the Justice Department.
Strict procedures regulate the management of sensitive materials. To win a conviction, the prosecution must prove that Bolton knew the information he was sending was classified, and he had to knowingly transfer it to someone without authorization to receive it.
"Because of the classified character of the material at question in this case, we lack a great deal of details about the reasons the prosecution contends elements like the personal notes and the additional material he communicated by email, and the reason there were classified," explained Mr Jaffer.
The process by which the Justice Department brought this legal action will be under scrutiny, following Trump openly posted his desire to see his political opponents charged and some of those charges materialized.
But Mr Lesko indicated in Bolton's case, authorities seem to have adhered to protocol.
"This Bolton prosecution and eventually the charge appeared to have observed the standard process including the rules and norms within the DOJ," he said.
Unlike Comey's short, concise charge, Bolton's was a increasingly "conventional" document that "explicitly sets forth the particulars concerning the facts and circumstances in this instance," Mr Lesko commented.
"It appears reasonably consistent with a series of cases... where public servants mishandled and transmitted sensitive information."
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