By: Paul Goldberg — Senior Correspondent | LGBT Politics USA
WASHINGTON, D.C. — (September 28, 2026) — The Justice Department investigation examining an alleged years-long conspiracy against President Donald Trump has been hit by another significant departure, with Trump ally Kurt Olsen resigning from the department as questions intensify over the direction and staffing of the sprawling inquiry.
Olsen had been working with the U.S. Attorney’s Office for the Southern District of Florida on the investigation commonly referred to as the DOJ’s “grand conspiracy” probe. The inquiry has examined whether former intelligence, law-enforcement and government officials improperly coordinated efforts targeting Trump across investigations dating back to his 2016 presidential campaign.
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The investigation has so far produced no criminal charges.
Olsen’s departure was reported Monday by multiple news organizations, including CBS News, the Associated Press, Reuters and The Washington Post. It follows the resignation earlier this month of Joe diGenova, another longtime Trump ally who had been brought into the Justice Department to oversee the Florida-based investigation.
Conflicting Accounts Surround Prosecutor Departures
The precise scale — and reasons behind — the latest personnel changes remain disputed.
Mediaite, citing reporting from the Daily Mail, reported that at least seven prosecutors had left the investigation and that a source attributed some of the departures to pressure from Justice Department officials in Washington over the pace of potential indictments.
Other reporting presents a more complicated picture.
CBS News reported that several prosecutors had recently left the team, while one source said some attorneys brought in from outside Florida were serving temporary assignments that had simply ended. The Washington Post similarly reported a mixture of attorneys departing and others joining the investigation.
That distinction matters because it remains unclear how many departures represent resignations over the direction of the investigation, routine staffing changes or completed temporary assignments.
DiGenova Departure Raised Earlier Questions
The turmoil follows diGenova’s resignation after approximately five months working on the investigation.
Shortly after leaving, diGenova told the New York Post: “If you want indictments where there’s no evidence, you have an ethical problem.”
He subsequently told the Associated Press that the comment had been taken out of context. DiGenova said there was evidence supporting the prosecution theories but argued that investigators needed sufficient time to develop their cases.
His resignation nevertheless highlighted reported disagreements over the speed and management of an investigation that has operated for months without producing an indictment.
The probe has examined conduct involving officials connected to investigations of Trump stretching from the Russia investigation through later federal inquiries. Former CIA Director John Brennan has also been identified in reporting as a target of a related investigation.
Grand jury activity has continued despite the personnel upheaval, including subpoenas and efforts to interview former federal officials.
DOJ Says Investigation Continues
The Justice Department maintains that the departures have not derailed the investigation.
A department spokesperson told the Daily Mail that the investigation continues and said DOJ remains grateful to the attorneys working on it, adding that the team continues to grow.
That assertion now sits alongside public reporting documenting the departures of Olsen, diGenova and other attorneys associated with the investigation.
For the Justice Department, the central question is therefore no longer simply whether the investigation remains active. Public scrutiny is increasingly focused on who is conducting it, why attorneys are leaving, how those positions are being replaced and whether the personnel changes will affect the investigation’s direction.
For now, federal prosecutors continue their work in Florida, while no criminal charges have emerged from the broader “grand conspiracy” investigation.
JRL CHARTS LGBT Politics USA will continue tracking developments from the Justice Department as the investigation proceeds and additional details surrounding the prosecutor departures become public.
His reporting focuses on federal court rulings, legislative developments, international human rights issues, and government actions impacting LGBTQ communities worldwide.
With nearly two decades of experience, Goldberg is recognized for his balanced analysis, investigative insight, and commitment to accurate, fact-based journalism that informs readers on the political forces shaping equality and justice.
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