Former President Donald Trump has consistently expressed his wish to see critics probed, exerting pressure on the DOJ to prosecute ex FBI Director James Comey and New York Attorney General Letitia James.
"We can't delay any longer, it's killing our reputation and trustworthiness," the president wrote last month in a social media message.
"I was impeached me, and indicted me (five times!)" he said, mentioning the four criminal cases he encountered after leaving the White House in 2021 and James's lawsuit.
Each have subsequently been charged, in cases that many experts have stated seem to be driven by politics and challenging to succeed in court.
But the most recent allegations against a presidential opponent, ex security advisor John Bolton, stand apart, legal specialists and former prosecutors assert.
"I would say, comparing Bolton's charges to Comey's is like equating apples to oranges," said Mark Lesko, a ex federal prosecutor for the Eastern District of New York.
Bolton has been formally charged on federal charges related to the supposed improper handling of sensitive materials. After leaving the White House in 2019, he has become a outspoken Trump critic, going so far as to describe him "stunningly uninformed" and unfit for the presidency in his memoir.
Specialists contend that while there may be political reasons to target Bolton, the methods used to secure an indictment and the evidence gathered against him suggest a potentially stronger case than the Justice Department brought against James.
"These actions that's being alleged is both more severe and seems 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.
Throughout his tenure as Trump's security advisor, and after his 2019 White House exit, prosecutors claimed that Bolton placed the nation at risk by improperly keeping and transmitting sensitive documents to relatives using unprotected methods, including AOL. Some of the documents were labeled top secret.
The charge states that at a certain time a unauthorized user accessed to Bolton's system where documents were stored and sent an seeming warning to cause "the largest scandal since Hillary [Clinton]'s emails were released".
Bolton entered a not guilty plea during a court appearance on recently to eighteen distinct charges of improperly handling classified information.
The schedule of his charge - arriving on the tails of charges against James - has renewed questions about political pressure on the legal system.
Trump once implied Bolton should be in jail, and described him a "disreputable person". Bolton, for his role, authored a publication about his time in the Trump administration that was sharply negative of the president.
"There's no question that the timing of this indictment, when paired with others, has raised questions about the validity of these charges, and why these charges are being filed at this time," stated Jamil Jaffer, creator and director of the National Security Institute.
However, he continued, "if the Justice Department is able to demonstrate the facts alleged and demonstrate the material is correctly classified, his behavior may certainly have violated the law".
Prosecuting such a senior official for mishandling classified documents is "uncommon" but not unprecedented, said Carrie Cordero, a expert at the Center for a New American Security.
"Cases that involve classified information present challenges to try, but they may and are filed against equally low-level and high-level personnel, from occasionally," she explained.
Trump similarly encountered charges of wrongfully storing classified documents at his Mar-a-Lago resort in Florida and hindering their recovery, but that matter was ultimately thrown out by a federal judge and negated by his return as leader.
A special counsel additionally found that ex-President Joe Biden wrongfully stored sensitive materials from his period as vice president, but failed to prosecute him.
Bolton's situation shares characteristics to Biden's classified documents issues, said Mr Lesko, who previously held a senior security position at the Justice Department.
Strict protocols govern the handling of sensitive materials. To win a conviction, the prosecution must prove that Bolton was aware the information he was transmitting was restricted, and he had to knowingly transfer it to someone not entitled to receive it.
"Because of the sensitive character of the information at question in this matter, we don't have a great deal of particulars about why the government contends elements like the personal notes and the other information he shared by electronic message, and why there were classified," explained Mr Jaffer.
The procedure by which the Justice Department initiated this legal action will be under scrutiny, after Trump publicly posted his wish to see his political opponents prosecuted and several of those charges came to fruition.
But Mr Lesko indicated in Bolton's case, prosecutors seem to have adhered to protocol.
"The Bolton prosecution and eventually the charge appeared to have followed the regular process including the rules and norms within the Department of Justice," he said.
Unlike Comey's short, concise charge, Bolton's was a more "traditional" document that "clearly sets forth the particulars involving the facts and circumstances in this instance," Mr Lesko said.
"It appears reasonably consistent with a series of cases... where public servants mishandled and transmitted sensitive information."
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