Trump did in fact win a new term beginning in 2025 and was inaugurated for his second presidency on January 20, 2025, starting a new administration. 【(en.wikipedia.org)

Within days, he signed Executive Order 14176 on January 23, 2025, ordering the declassification of records related to the assassinations of John F. Kennedy, Robert F. Kennedy, and Martin Luther King Jr. 【(en.wikipedia.org) Pursuant to this, the National Archives released more than 60,000 previously withheld assassination-related documents in March 2025, totaling about 77,100 pages across over 2,300 PDFs—a very large volume of formerly secret material. 【(en.wikipedia.org) This directly matches the prediction of an "enormity of the files" being declassified and publicly released, specifically including JFK-related records.

On Epstein, Congress passed and Trump signed the Epstein Files Transparency Act on November 19, 2025, mandating the Department of Justice to release all unclassified DOJ records related to Jeffrey Epstein within 30 days, with the public release expected around December 19, 2025. 【(en.wikipedia.org) As of November 30, 2025, those files have not yet been fully released, but the law and ongoing DOJ actions show that large-scale Epstein disclosures are imminent and being driven by the Trump administration.

Because (1) a new Trump term began in 2025, and (2) that administration has already declassified and released very large troves of previously secret files on major historical controversies (notably JFK/MLK/RFK), with additional large-scale Epstein disclosures legally queued up, the core substance of Chamath’s prediction has already materialized. The remaining Epstein release affects completeness but not the basic correctness of the forecast that Trump’s new term would be marked by major declassification waves on controversies like JFK and Epstein.