An email from federal prosecutor Ann Marie Villafaña to Jeffrey Epstein's defense attorney Roy Black on November 24, 2008, sending a letter attachment during the contentious plea deal negotiations.
This document captures a significant moment in the 2008 Jeffrey Epstein federal case—direct communication between the lead prosecutor and his defense attorney. Ann Marie Villafaña, the career federal prosecutor who later stated she wanted to 'prosecute Epstein to the fullest extent of the law,' is sending an attached letter to Roy Black, one of Epstein's high-profile defense lawyers who helped negotiate the controversial plea deal. The email was sent in November 2008, during the period when Epstein was serving his 13-month county jail sentence with work release privileges. The recipient's 'Wow' reaction suggests the attached letter (081124 tr to Black.pdf) contained something unexpected or significant, though the letter itself is not shown in this document.

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From: To: Subject: RE: Jeffrey Epstein Date: Mon, 24 Nov 2008 19:34:03 +0000 Importance: Normal Wow --- have you heard anything back? From: Villafana, Ann Marie C. (USAFLS) Sent: Monday, November 24, 2008 12:29 PM To: Roy BLACK Cc: Atkinson, Karen (USAFLS) Subject: Jeffrey Epstein Dear Roy: Please review the attached letter. Thank you. << File: 081124 tr to Black.pdf » Assistant U.S. Attorney 500 S. Australian Ave, Suite 400 West Palm Beach, FL 33401 Phone Fax 561 820-8777 EFTA00014151