Grassley Documents Reveal Jack Smith's Team Coordinated with Obama-Appointed Judges During Trump Investigations

Robert Frost,
 March 25, 2026

Senator Chuck Grassley released documents Tuesday showing former special counsel Jack Smith's team maintained direct lines of communication with two federal judges overseeing the Trump investigations, raising serious questions about the independence of proceedings that resulted in criminal charges against a sitting president's chief political rival.

The documents, released ahead of a Senate Judiciary Committee hearing titled "Arctic Frost: A Modern Watergate," include briefing notes from January 13, 2023, detailing how Smith's team updated Attorney General Merrick Garland shortly after he was appointed special counsel. Those notes reveal something more than routine case management. They reveal a prosecutorial team that appeared to be strategizing with the very judges who would rule on their motions.

What the Briefing Notes Actually Say

According to Fox News, Smith's team wrote in the notes that Judge Beryl Howell, an Obama appointee and then-chief judge of the D.C. federal court, "liked our approach of pursuing the executive privilege litigation in an omnibus fashion." The notes went further, stating Howell was aware that an omnibus executive privilege motion was coming "and loves the idea."

The notes also described Howell as having been "very responsive."

That language does not describe a neutral arbiter. It describes a collaborative partner. A judge who "loves the idea" of a prosecutorial strategy is not weighing that strategy on the merits when it lands on her desk. She has already weighed in.

The omnibus motion in question would have consolidated nearly a dozen former Trump officials, including Mark Meadows and Ken Cuccinelli, into a single proceeding, potentially streamlining what might otherwise have been five separate executive privilege motions. Smith's team frequently sought permission from the court to pierce executive privilege, and these notes suggest the chief judge was not merely accommodating those requests but encouraging them.

Boasberg Meeting Raises Additional Flags

The documents also reference a forthcoming meeting between Smith's team and Judge James Boasberg, another Obama appointee, scheduled for March 18, 2023, the day after he was set to become chief judge, succeeding Howell.

White House spokeswoman Abigail Jackson responded to the Boasberg revelation directly:

"We have long known that Judge Boasberg is a far-left judicial activist trying to undermine the President's lawful authority, this is just further proof."

Jackson added:

"President Trump has restored integrity to the Department of Justice that Joe Biden and his administration weaponized to target their political opponents – including President Trump himself."

The pattern here is not subtle. One Obama-appointed chief judge coordinates with the special counsel's office on litigation strategy, and as she prepares to hand the gavel to her successor, the team schedules a meeting with him on day one of his tenure. Whatever this is, it does not look like the blind administration of justice.

The Reactions Tell Two Stories

Article III Project founder Mike Davis framed the documents in blunt terms on X:

"Democrat DC U.S. district judges illegally worked in secret with Biden Special Counsel Jack Smith to bring charges against President Trump."

Independent journalist Julie Kelly, a longtime critic of the Biden DOJ, observed that the judges appeared to be "in cahoots with Biden DOJ to rubber-stamp, even advise, any strategy set forth by Jack Smith."

Attorney Bill Shipley, a longtime federal prosecutor who has represented dozens of Jan. 6 defendants, offered a more measured but still pointed assessment. He acknowledged that much of the memo was "clearly" designed to bring Garland up to speed and noted that grand jury matters were required to go through the chief judge's office. But one element troubled him:

"What troubles me in the text of the memo is the suggestion -- which was borne out by events that followed -- that Judge Howell desired to resolve all the issues involving witness privilege before she stepped down as Chief Judge."

That distinction matters. Routine procedural contact between prosecutors and a chief judge's office is one thing. A chief judge racing to resolve precedent-setting privilege questions before her term ends, in coordination with the prosecution, is something else entirely.

The Larger Picture

Senator Ted Cruz, who presided over Tuesday's hearing, declared Smith's work "an expansive scandal" and said it swept up personal information such as phone records belonging to "hundreds of Republican entities and individuals." The briefing notes themselves reference "precedent-setting issues" in areas of executive privilege and Speech or Debate protections, suggesting the special counsel's office understood it was pushing legal boundaries and sought judicial allies willing to push with it.

President Trump called the investigations a "witch hunt." The documents released Tuesday suggest the hunt had willing beaters in the judicial thicket, flushing out privilege claims on a timeline that suited the prosecution.

For years, Americans were told the Trump prosecutions were handled by the book. Independent counsel, independent judiciary, no coordination, no bias. These documents tell a different story. They show a special counsel's office that documented, in its own words, a chief judge's enthusiasm for its litigation strategy. They show a transition-day meeting with her successor. They show prosecutors who treated the bench not as an obstacle to be persuaded but as a partner to be briefed.

What Comes Next

The Senate Judiciary Committee hearing is only the beginning. The full scope of the released documents has not been made public, and the notes Grassley disclosed appear to be excerpts from a larger body of material. A Republican congressional investigator flagged the contents, and top FBI officials are reportedly connected to the broader "Arctic Frost" probe, though details of that investigation remain thin.

The question now is whether these revelations produce accountability or merely confirmation of what many already suspected. The machinery of federal prosecution was aimed at one man for political purposes, and the judges who were supposed to stand between the state and the accused were cheering the state on.

That is not justice. That is a system operating exactly as its architects intended.

About Robert Frost

Get Real Conservative News:

Where you get your news matters. Make sure to sign up for the Conservative Journal Project
Sponsored