In a shocking 2020 prosecutor’s email unearthed in the latest Epstein file release, federal investigators flagged that Donald Trump had soared on Jeffrey Epstein’s infamous private jet at least eight times in the 1990s—far more than previously known—including trips alongside Ghislaine Maxwell and mysterious young women whose names remain redacted.

The U.S. Department of Justice’s latest batch of Epstein-related files, released on December 23, 2025, under the Epstein Files Transparency Act, has spotlighted President Donald Trump’s past associations with Jeffrey Epstein. A 2020 prosecutor’s email discloses that Trump flew on Epstein’s private jet at least eight times between 1993 and 1996—far more than previously reported—including four flights with Ghislaine Maxwell aboard.

The email notes one 1993 flight with only Trump and Epstein as passengers, and another with a redacted 20-year-old woman joining them. Other trips included Trump’s then-wife Marla Maples and children Tiffany and Eric. Flights were mostly domestic, linking New Jersey, Palm Beach, and Washington, D.C. No allegations of wrongdoing appear against Trump, who has denied knowledge of Epstein’s crimes and claimed a fallout years before Epstein’s 2008 conviction.

These details, from internal communications during Maxwell’s investigation, add context to their 1990s social ties, including events at Mar-a-Lago. The DOJ emphasized some documents contain “untrue and sensationalist claims” against Trump, likely politically motivated.

Compounding intrigue, on December 24, the DOJ announced the FBI and Southern District of New York uncovered over a million additional documents potentially tied to Epstein. Lawyers are reviewing and redacting—mainly victim protections—delaying release by “a few more weeks.” This follows criticism for missing the Act’s December 19 deadline and heavy redactions in prior batches.

Bipartisan lawmakers, including sponsors Rep. Ro Khanna and Rep. Thomas Massie, accuse stalling and demand audits. Victims’ advocates argue delays hinder accountability, while the vast new trove raises questions: Why surfaced now? What deeper insights into Epstein’s network—spanning elites—might emerge?

Trump, who signed the Act, has called releases a “distraction.” Yet, as processing continues, these flights and impending disclosures intensify debate over transparency, elite connections, and justice for survivors. The Epstein case, symbolizing unchecked power, promises more revelations in 2026.