Ex-President Donald Trump has repeatedly expressed his wish to see critics investigated, applying influence on the Justice Department to charge former FBI Director James Comey and New York Attorney General Letitia James.
"We can't delay further, it's killing our standing and trustworthiness," the president stated recently in a social media message.
"They impeached twice, and indicted me (5 times!)" he said, mentioning the multiple legal proceedings he faced after departing the White House in 2021 and James's civil case.
Each have subsequently been charged, in cases that many experts have said appear to be politically motivated and difficult to succeed in court.
But the most recent allegations against a Trump critic, former national security adviser John Bolton, stand apart, legal specialists and ex-prosecutors say.
"In my opinion, comparing Bolton's charges to Comey's is like equating two different things," stated Mark Lesko, a ex acting US attorney for the Eastern District of New York.
Bolton has been formally charged on federal charges pertaining to the supposed improper handling of sensitive materials. Since departing the White House in 2019, he has become a vocal Trump critic, even to call him "stunningly uninformed" and unsuitable for office in his book.
Experts contend that while there may be political reasons to go after Bolton, the methods used to obtain an indictment and the evidence compiled against him suggest a possibly more substantial legal argument than the DOJ brought against Comey.
"This misconduct that's being alleged is both more serious and appears to have taken place over a considerable duration," said Carissa Byrne Hessick, a professor 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 claimed that Bolton put the country at risk by wrongfully retaining and sending classified information to relatives using insecure means, including AOL. Several of the materials were marked top secret.
The indictment alleges that at one point a unauthorized user gained access to Bolton's account where documents were stored and transmitted an seeming threat to cause "the biggest scandal since Hillary [Clinton]'s emails were released".
Bolton pleaded not guilty during a court appearance on recently to 18 separate charges of mishandling classified information.
The schedule of his indictment - coming on the tails of charges against James - has revived questions about political pressure on the legal system.
Trump once suggested Bolton should be in prison, and described him a "sleazebag". Bolton, for his part, authored a publication about his time in the Trump government that was sharply negative of the president.
"Undoubtedly that the timing of this charge, when paired with others, has prompted doubts about the strength of these charges, and the reason these counts are being filed at this time," stated Jamil Jaffer, founder and director of the National Security Institute.
Nevertheless, he continued, "should the Justice Department is capable to demonstrate the allegations alleged and demonstrate the information is correctly classified, his conduct may very well have violated the law".
Charging such a senior official for mishandling classified documents is "rare" but not without precedent, said Carrie Cordero, a senior fellow at the Center for a New American Security.
"Cases that concern sensitive materials pose difficulties to prosecute, but they can and are brought against both junior and high-level officials, from time to time," she said.
Trump likewise faced allegations of improperly storing classified documents at his Mar-a-Lago property in Florida and obstructing their recovery, but that matter was ultimately dismissed by a federal judge and voided by his re-election as leader.
A independent investigator additionally determined that ex-President Joe Biden wrongfully stored sensitive materials from his period as second-in-command, but did not prosecute him.
Bolton's case bears similarities to Trump's sensitive materials issues, said Mr Lesko, who previously held a senior security role at the DOJ.
Strict procedures regulate the handling of classified documents. To win a conviction, the government must demonstrate that Bolton knew the material he was transmitting was classified, and he had to knowingly transfer it to someone not entitled to obtain it.
"Because of the classified nature of the information at question in this case, we lack a lot of particulars about the reasons the government contends things like the diary entries and the other information he shared by electronic message, and why there were restricted," explained Mr Jaffer.
The process by which the DOJ brought this case will be under scrutiny, following Trump openly expressed his desire to see his political opponents charged and some of those indictments came to fruition.
But Mr Lesko indicated in Bolton's situation, authorities seem to have adhered to protocol.
"The Bolton prosecution and ultimately the indictment seemed to have followed the standard procedure including the rules and norms within the Department of Justice," he stated.
In contrast to Comey's brief, concise indictment, Bolton's was a more "traditional" document that "explicitly sets forth the details concerning the circumstances and circumstances here," Mr Lesko said.
"It appears reasonably consistent with a long line of precedents... where government officials improperly handled and shared classified material."
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