John Bolton, former U.S. national security adviser under Donald Trump, will plead guilty to one count of retention of national defense information related to classified diary-like notes, officials reported on June 4, 2026 [1, 2, 3, 4]. The plea deal includes a $2.25 million fine and recommends no jail time, but a judge will decide sentencing later. The charge involves diary entries marked up to the Top Secret/SCI level that Bolton allegedly retained improperly [1, 3, 5].
Bolton was indicted in October 2025 on 18 counts connected to mishandling classified documents, including eight counts of transmission and 10 counts of retention [1, 4, 5]. Prosecutors accused him of sharing over 1,000 pages of classified diary-style notes with two unauthorized relatives, believed to be his wife and daughter [1, 4, 5]. In August 2025, FBI agents raided Bolton’s Maryland home and Washington office to seize related classified materials and electronic files [3, 4, 5, 6].
The plea agreement reportedly calls for Bolton to pay the fine without prison time, though the maximum sentence for the charge he will plead guilty to is 60 months in prison [1, 3, 4]. An anonymous source involved in the deal said, "The ambassador has admitted to what he has done." Bolton has publicly criticized Trump since leaving office and authored a memoir that contains classified information [1, 2, 7]. He said he was "being targeted because of my public opposition to Trump" and stated he "fully notified the FBI about the cybersecurity breach of my emails," referring to his claims of hacking incidents affecting his personal email account [4, 7].
Bolton is scheduled to enter his guilty plea on June 26, 2026, at a federal court hearing in Maryland [1, 2, 4]. The court will ultimately determine his sentence. The case emerged amid broader scrutiny of former Trump administration officials for handling classified material. For now, all eyes will be on the pleading scheduled later this month.