Three-Time Loser
In a closely watched case, a federal jury acquitted a woman Thursday on charges of assaulting a federal law enforcement officer over the summer during a transfer of detainees to ICE outside of the D.C. jail.
Federal grand juries had declined three times to indict Sydney Reid on felony charges for the incident. Rather than dropping the case, D.C. U.S. Attorney Jeanine Pirro charged it as a misdemeanor and took it to trial. U.S. District Judge Sparkle Sooknanan said it may have been the first time any criminal defendant has been charged federally in D.C. with misdemeanor assault on a federal officer, WUSA’s Sophie Rosenthal reports.
While the case has widely been seen as an example of jury nullification, it’s more accurately categorized as on overcharged case. The evidence against Reid was weak, but that didn’t matter. Pirro had ordered her prosecutors to impose the stiffest federal charges possible during Trump’s retaliatory surge of law enforcement into D.C. Some federal judges have balked at some of the cases that have wound up in federal court that might normally have been pursued in D.C. Superior Court — or not pursued at all.
For prosecutors, seeking maximum charges has made winning cases harder. But in Reid’s case, prosecutors did themselves no favors.
Prosecutors — and the two federal officers who were the purported victims in the case — were late in turning over discovery. Some discovery was never turned over at all, leading to admonitions from Judge Sooknanan during trial this week. “These are games,” Sooknanan told prosecutors at one point.
The discovery failures by prosecutors ultimately led Sooknanan to give a curative instruction to the jury:

Before the jury even got the case, Sooknanan acquitted Reid of the misdemeanor as to one of of the federal officers because of insufficient evidence she’d assaulted him. The officer in question had testified to the grand jury that Reid has initiated physical contact, but video of the incident showed that wasn’t true, Sooknanan said in court.
That left the jury to decide whether Reid had assaulted the other officer, the sole witness for the prosecution. That officer didn’t turn over some of her text messages about the case until the first day of trial, and even then one was missing. “The missing message was only discovered in the middle of cross-examination,” WUSA reported.
The prosecutor argued that the missing message was the result of a mistake the officer made while screenshotting the messages. But Judge Sooknanan was out of patience. “That seems to be a common theme with all your witnesses. Did they lie, or did they continuously make mistakes?” Sooknanan told the prosecutor.
Reid issued a statement after the jury verdict:

To sum it up, Pirro lost three times:
- three grand jury no bills;
- one acquittal by the judge;
- one acquittal by the petit jury.
Juries are doing their jobs, but it should never come to this.
The Bolton Indictment Is Still Crooked
As expected, the federal indictment of John Bolton in Maryland was more solid, evidence-based, and plausible than the bogus charges wielded against the other indicted Trump nemeses, James Comey and Letitia James. There’s no evidence that career prosecutors balked at the charges, and the acting U.S. attorney in Maryland is herself a career prosecutor.
In addition, Bolton comes off in the indictment as downright dumb in additional to careless and even reckless in how he allegedly handled classified information, sharing while Trump’s national security adviser more than 1,000 pages of “diary-like” entries with two family members, reported by the WSJ to be his wife and daughter. This alleged exchange is peak WTF:
![35. On or about July 23, 2018, BOLTON sent Individuals 1 and 2 a message that stated,
"More stuff coming!!!" A few minutes later, BOLTON sent Individuals 1 and 2 a 24-page
document which described information that BOLTON learned while National Security Advisor.
Less than three hours later, BOLTON sent Individuals 1 and 2 a follow-up message that stated,
"None of which we talk about!!!" In response, Individual 1 sent a message that stated, "Shhhhh."
Individual 2 then sent a message that stated, "The only interesting thing is what [senior U.S.
Government official] might have said from [foreign language] interpreter, which you didn't tell
us..." Approximately two minutes later, Individual 1 sent a message in response that stated, "More
to come with cloak and dagger...or something. So he says...."](https://i0.wp.com/talkingpointsmemo.com/wp-content/uploads/2025/10/bolton-indictment.jpg?resize=640%2C329&ssl=1)
But plausible criminal charges by themselves do not eliminate the stink that Trump has put all over this investigation. I’d go further than Joyce Vance, who writes that Trump has “undercut the integrity of the criminal justice system.” John Bolton would not have been indicted but for his role as a critic of Trump. The investigation, which began in Trump I, had been closed under the Biden administration, but was revived once Trump took office again. It’s a travesty of justice that this case is being brought at this time in this way.
The WaPo drops a little tidbit in its story on the indictment:
John Eisenberg, head of the Justice Department’s National Security Division, was at the White House on Wednesday, according to a person familiar with the matter who was not authorized to discuss it publicly. His division has been involved in the Bolton investigation, which is typical for cases involving classified documents.
In Trump I, Eisenberg was a deputy White House counsel and legal advisor to the National Security Council, starting before Bolton arrived, who was involved in some key first term moments. The WaPo story implies but doesn’t outright say that Eisenberg was briefing the White House on the Bolton indictment. But at this point, I’m not sure fleeting accounts of DOJ officials being sighted at the White House carry the same weight as they used to. As Morning Memo has noted repeatedly, the Justice Department is being run out of the White House.
The same day Eisenberg was at the White House, Attorney General Pam Bondi, deputy Attorney General Todd Blanche, and FBI Director Kash Patel together made an Oval Office appearance with President Trump in which he publicly called for them to target former Special Counsel Jack Smith, former federal prosecutor Andrew Weissmann, and former deputy Attorney General Lisa Monaco.
Mass Deportation: Chicago Edition
The Trump administration’s assault on Chicago – which lives in the Republican mind as a post-apocalyptic hellscape beset by urban (read: Black) violence and decay – is running hard up against federal judges:
- A three-judge panel of the 7th Circuit Court of Appeals consisting of Trump, Obama, and Bush I appointees unanimously upheld a district court injunction barring the deployment of the National Guard in Illinois.
- U.S. District Judge Sara Ellis of Chicago said she will order federal immigration enforcement officers to wear and use body cams.
- U.S. District Judge Georgia Alexakis of Chicago ordered prosecutors to ship back from Maine on a flatbed trailer the vehicle of a Border Patrol agent involved in a hotly contested incident in which he shot a woman after their vehicles collided earlier this month. Defense attorneys demanded that it be returned to the Chicago area so that they can examine it.
Trump’s Venezuela Misadventure
In the latest developments:
- Adm. Alvin Holsey is stepping down as head of the U.S. Southern Command after less than a year in what is typically a three-year term. Holsey has overseen the buildup of forces in the Caribbean and the unlawful U.S. attacks on alleged drug-smuggling boats. Holsey’s impending departure comes after he “raised concerns about the mission and the attacks on the alleged drug boats,” the NYT reports.
- Only one of the 27 people killed in the U.S. high seas attacks in alleged drug-smuggling boats has been tentatively identified publicly. “[D]espite the mounting death toll, no authority has come forward to publicly release the names of any of the dead,” the NYT reports.
- Analysis by the WaPo shows that the U.S. military’s elite Special Operations aviation unit has likely been operating in Caribbean waters off the coast of Venezuela in recent days.
- Venezuelan President Nicolás Maduro is making a show of deploying his forces to fend off any U.S. attack.
Thread of the Week
The federal budget apparatus is exceedingly complicated and byzantine, but one of the reasons for that is the constitutional structure that is meant to keep the power of the purse from becoming a tyrannical tool. Now President Trump and his OMB are tearing at the fabric of those constitutional restraints in new and dramatic ways:
Propagandist-in-Chief
The drumbeat of stuff like this out of the White House is constant and never-ending, polluting the political atmosphere with a steady stream of propaganda and disinformation:
Special Offer for Morning Memo Readers
Our big celebration of TPM’s 25th anniversary has officially begun with the publication of the first in a series of 25 essays by a group of A-list contributors on the history of digital media.
We’re going to be marking the milestone over the next three weeks, culminating with a two-day extravaganza in NYC on Nov. 6-7. Tickets for both nights are on sale now.
Morning Memo readers can get 33% off tickets to the live show on Thursday, Nov. 6 by using the code “MorningMemo” at checkout. I’ll be joining other TPMers past and present on stage that night for a reminiscence of our shared history and hijinks.
Please join us and hang for one or both nights. I’m looking forward to meeting more of you in person, but I especially delight in watching y’all get to meet each other.
Do you like Morning Memo? Let us know!