Former President Donald Trump has consistently shown his wish to see critics investigated, exerting influence on the Justice Department to prosecute former FBI Director James Comey and New York Attorney General Letitia James.
"We cannot postpone further, it's killing our standing and trustworthiness," the president wrote recently in a Truth Social post.
"They impeached me, and indicted me (five times!)" he declared, referencing the multiple legal proceedings he faced after departing the White House in 2021 and James's lawsuit.
Each have since been charged, in cases that numerous experts have stated appear to be politically motivated and challenging to win in court.
But the most recent allegations against a presidential opponent, former security advisor John Bolton, stand apart, legal specialists and former prosecutors assert.
"In my opinion, contrasting Bolton's case to James' is like equating apples to oranges," stated Mark Lesko, a ex federal prosecutor for the Eastern District of New York.
Bolton has been criminally indicted on federal charges related to the supposed mishandling of sensitive materials. Since leaving the White House in 2019, he has emerged as a outspoken Trump critic, going so far as to describe him "stunningly uninformed" and unfit for office in his book.
Experts say that while there may be political reasons to target Bolton, the methods used to obtain an charge and the evidence compiled against him indicate a possibly stronger case than the Justice Department presented against James.
"These actions that's being alleged is both more severe and seems to have taken place over a considerable duration," 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 departure, authorities claimed that Bolton put the nation at danger by improperly keeping and sending classified information to relatives using insecure means, including AOL. Some of the materials were marked top secret.
The charge alleges that at a certain time a unauthorized user accessed to Bolton's account where files were kept 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 18 distinct counts of improperly handling sensitive materials.
The schedule of his indictment - coming on the tails of allegations against James - has revived concerns about external influence on the justice system.
Trump once suggested Bolton should be in jail, and called him a "sleazebag". Bolton, for his role, authored a publication about his experience in the Trump administration that was sharply negative of the president.
"Undoubtedly that the schedule of this indictment, when combined with others, has prompted doubts about the strength of these allegations, and the reason these counts are being brought at this time," said Jamil Jaffer, creator and executive director of the National Security Institute.
Nevertheless, he added, "should the DOJ is able to demonstrate the facts alleged and demonstrate the information is properly classified, his behavior may very well have broken the statute".
Charging such a senior figure for improperly handling classified documents is "rare" but not unprecedented, noted Carrie Cordero, a expert at the Center for a New American Security.
"Situations that concern sensitive materials present challenges to prosecute, but they may and are filed against equally junior and high-level officials, from time to time," she explained.
Trump similarly encountered allegations of improperly keeping 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 negated by his re-election as president.
A special counsel additionally determined that former President Joe Biden improperly stored sensitive materials from his period as second-in-command, but failed to criminally charge him.
Bolton's situation shares characteristics to Trump's sensitive materials matters, noted Mr Lesko, who also held a senior security role at the DOJ.
Strict protocols govern the management of sensitive materials. To secure a conviction, the government must prove that Bolton knew the material he was sending was restricted, and he had to intentionally transfer it to someone without authorization to obtain it.
"Because of the sensitive character of the material at issue in this matter, we don't have a lot of details about the reasons the government believes things like the diary entries and the additional information he communicated by email, and why there were restricted," said Mr Jaffer.
The procedure by which the Justice Department brought this legal action will be under scrutiny, following Trump publicly expressed his wish to see his political opponents charged and several of those indictments materialized.
But Mr Lesko indicated in Bolton's situation, authorities appear to have followed standard procedure.
"This Bolton case and eventually the charge appeared to have followed the regular process including the rules and standards within the Department of Justice," he said.
Unlike Comey's brief, concise charge, Bolton's was a increasingly "conventional" filing that "clearly sets forth the particulars concerning the facts and circumstances here," Mr Lesko commented.
"It seems fairly aligned with a long line of cases... where public servants improperly handled and transmitted sensitive information."
Elara is a digital artist and designer passionate about blending technology with creativity to inspire others.