The FBI sought a search warrant for the email account of former CIA and NSA chief Gen. Michael Hayden in 2012, according to a newly unsealed court filing. The warrant application was part of a broader Obama-era investigation into a leak of classified information to the press. Another official later pleaded guilty in connection to the disclosure.

The targeting of Hayden’s AOL email account drives home just how aggressively the Obama administration pursued leaks, in this case following a relatively thin lead all the way to the private email account of a retired four-star general. Hayden served as director of the National Security Agency from 1999 to 2005, and later led the CIA until his retirement on 2009.

Asked over email if he’d previously known about the search warrant, Hayden wrote, “I don’t think they announce them,” and added a smiley face emoji.