Former President Donald Trump has repeatedly expressed his wish to see critics probed, exerting influence on the DOJ to charge former FBI Director James Comey and New York Attorney General Letitia James.
"We cannot postpone further, it's damaging our reputation and trustworthiness," the president wrote last month in a social media message.
"They impeached me, and charged me (5 times!)" he declared, mentioning the multiple legal proceedings he faced after leaving the White House in 2021 and James's lawsuit.
Each have subsequently been charged, in cases that many experts have stated appear to be politically motivated and challenging to succeed in legal proceedings.
But the most recent charges against a presidential opponent, former security advisor John Bolton, stand apart, legal specialists and former prosecutors assert.
"In my opinion, contrasting Bolton's charges to James' is like comparing apples to oranges," said Mark Lesko, a ex acting US attorney for the Eastern District of New York.
Bolton has been criminally indicted on national allegations pertaining to the supposed improper handling of classified information. After leaving the White House in 2019, he has become a vocal Trump critic, going so far as to describe him "remarkably ignorant" and unsuitable for the presidency in his memoir.
Specialists contend that while there may be political motivations to target Bolton, the procedures used to obtain an charge and the evidence gathered against him indicate a potentially stronger case than the DOJ presented against James.
"These actions that's being claimed is simultaneously more serious and seems to have occurred over a considerable period of time," said Carissa Byrne Hessick, a professor at the University of North Carolina School of Law.
During his time as Trump's national security adviser, and after his 2019 White House exit, authorities claimed that Bolton put the nation at risk by wrongfully retaining and sending classified information to family members using unprotected methods, including AOL. Several of the materials were marked highly classified.
The charge states that at one point a hacker gained access to Bolton's account where documents were stored and transmitted an seeming threat 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 distinct charges of mishandling sensitive materials.
The timing of his charge - arriving on the tails of allegations against Comey - has renewed questions about political pressure on the justice system.
Trump previously suggested Bolton should be in prison, and called him a "sleazebag". Bolton, for his part, wrote a publication 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 doubts about the validity of these allegations, and why these charges are being brought now," said Jamil Jaffer, creator and director of the National Security Institute.
Nevertheless, he continued, "should the Justice Department is capable to demonstrate the facts stated and demonstrate the material is correctly classified, his conduct may certainly have broken the statute".
Charging such a high-ranking figure for improperly handling sensitive materials is "rare" but not unprecedented, said Carrie Cordero, a expert at the Center for a New American Security.
"Situations that concern classified information present difficulties to try, but they can and are filed against both junior and high-level officials, from occasionally," she said.
Trump similarly faced charges of improperly storing sensitive materials at his Mar-a-Lago property in Florida and obstructing their return, but that matter was ultimately dismissed by a federal judge and negated by his return as leader.
A special counsel additionally found that former President Joe Biden improperly maintained sensitive materials from his period as vice president, but did not prosecute him.
Bolton's situation shares characteristics to Biden's classified documents issues, said Mr Lesko, who also held a senior national security position at the DOJ.
Rigorous protocols govern the handling of sensitive materials. To win a guilty verdict, the government must prove that Bolton was aware the information he was sending was classified, and he had to intentionally transmit it to someone without authorization to receive it.
"Because of the classified nature of the information at question in this matter, we don't have a lot of particulars about the reasons the government believes things like the diary entries and the additional information he shared by email, and why there were restricted," said Mr Jaffer.
The process by which the Justice Department brought this legal action will be closely examined, after Trump openly posted his wish to see his critics charged and several of those indictments came to fruition.
But Mr Lesko indicated in Bolton's situation, prosecutors appear to have followed standard procedure.
"This Bolton prosecution and ultimately the charge appeared to have observed the regular procedure including the regulations and norms within the DOJ," he stated.
Unlike Comey's short, two-page charge, Bolton's was a increasingly "traditional" document that "explicitly outlines the details involving the circumstances and situation in this instance," Mr Lesko said.
"It appears reasonably consistent with a long line of precedents... where government officials mishandled and shared classified material."
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