Ex-President Donald Trump has repeatedly expressed his wish to see opponents investigated, exerting pressure on the Justice Department to prosecute ex FBI Director James Comey and New York Attorney General Letitia James.
"We can't delay further, it's killing our reputation and credibility," the leader stated recently in a social media message.
"I was impeached me, and indicted me (5 times!)" he said, mentioning the four criminal cases he encountered after departing the White House in 2021 and James's civil case.
Each have subsequently been indicted, in situations that many specialists have stated seem to be politically motivated and difficult to succeed in court.
But the most recent charges against a Trump critic, ex national security adviser John Bolton, stand apart, legal experts and ex-prosecutors assert.
"In my opinion, contrasting Bolton's case to James' is like equating two different things," 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 mishandling of classified information. Since departing the White House in 2019, he has emerged as a vocal presidential opponent, going so far as to call him "remarkably ignorant" and unsuitable for office in his book.
Experts contend that while there may be political motivations to target Bolton, the procedures used to secure an indictment and the proof gathered against him indicate a potentially more substantial legal argument than the Justice Department presented against James.
"These actions that's being claimed is both more serious and seems to have occurred over a considerable duration," said Carissa Byrne Hessick, a professor at the University of North Carolina School of Law.
Throughout his tenure as Trump's national security adviser, and following his 2019 White House exit, authorities alleged that Bolton placed the nation at risk by wrongfully retaining and transmitting sensitive documents to family members using unprotected methods, including AOL. Some of the materials were labeled highly classified.
The indictment alleges that at one point a unauthorized user accessed to Bolton's system where files were stored and transmitted an seeming warning to cause "the biggest controversy since Hillary [Clinton]'s emails were leaked".
Bolton entered a not guilty plea during a court appearance on Friday to eighteen separate charges of mishandling sensitive materials.
The timing of his indictment - coming on the heels of allegations against Comey - has renewed concerns about external influence on the justice system.
Trump once suggested Bolton should be in jail, and described him a "sleazebag". Bolton, for his part, authored a book about his time in the Trump administration that was sharply negative of the president.
"There's no question that the schedule of this indictment, when combined with others, has prompted doubts about the strength of these charges, and why these counts are being brought at this time," said Jamil Jaffer, founder and director of the National Security Institute.
However, he added, "if the DOJ is capable to prove the allegations stated and show the information is correctly designated, his behavior may very well have violated the law".
Prosecuting such a high-ranking official for improperly handling classified documents is "rare" but not unprecedented, said Carrie Cordero, a senior fellow at the Center for a New American Security.
"Situations that concern classified information pose difficulties to try, but they may and are brought against equally junior and high-level personnel, from time to time," she said.
Trump similarly encountered allegations of wrongfully keeping sensitive materials at his Mar-a-Lago property in Florida and obstructing their recovery, but that case was ultimately thrown out by a federal judge and negated by his re-election as leader.
A independent investigator also determined that ex-President Joe Biden wrongfully stored sensitive materials from his time as second-in-command, but failed to prosecute him.
Bolton's situation shares characteristics to Trump's sensitive materials matters, said Mr Lesko, who also held a senior security position at the DOJ.
Rigorous protocols regulate the handling of sensitive materials. To win a conviction, the prosecution must prove that Bolton was aware the information he was sending was classified, and he had to knowingly transmit it to someone without authorization to receive it.
"Because of the sensitive nature of the information at question in this case, we don't have a lot of particulars about the reasons the prosecution contends elements like the diary entries and the additional material he shared by email, and the reason there were restricted," explained Mr Jaffer.
The procedure by which the DOJ brought this case will be closely examined, following Trump openly posted his desire to see his political opponents charged and several of those indictments came to fruition.
But Mr Lesko indicated in Bolton's situation, prosecutors appear to have followed standard procedure.
"The Bolton case and ultimately the charge appeared to have observed the standard procedure including the regulations and norms within the Department of Justice," he stated.
In contrast to Comey's short, two-page charge, Bolton's was a increasingly "traditional" filing that "clearly sets forth the particulars involving the facts and situation in this instance," Mr Lesko commented.
"It appears reasonably aligned with a long line of precedents... where government officials mishandled and shared sensitive information."
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