Roughly 8,400 documents involved Ruemmler or referenced her. Some correspondence shows that Ruemmler was aware of the extent of the allegations that Epstein had faced involving underage girls in Florida. In some instances, she advised Epstein on how he might go about trying to repair his image and defend himself publicly against new claims of misconduct.

The gifts Epstein gave to Ruemmler have been documented in news reports: the spa treatments, the handbags from Hermes, an Apple Watch, a Fendi coat, among many others. But some of the interactions between Epstein and Ruemmler described throughout their correspondence indicates that Epstein and Ruemmler did not simply have a lawyer-client transactional relationship, as Ruemmler previously attested to.

“It makes him happy to see you happy,” Epstein’s assistant wrote to Ruemmler in 2016, after Epstein prepaid for a spa treatment for her.

In October 2018, Epstein directed one of his assistants to send flowers and chicken soup to Ruemmler because she has “not been feeling well.” It would not be the first time that Epstein would send her a small token of appreciation when she was sick. They talked about dating issues, made jokes about both the wealthy and everyday people, and shared laments about their careers and dating lives.


They would message each other about mundane things like their mutual distaste for seeing babies in business class on flights and would repeatedly plan to have dinner or drinks in various places. Epstein even had Ruemmler as a backup executor of his will at one point.

Setting aside the immense wealth and privilege and Epstein’s legal troubles, many of the emails between the two would look no different from the banter that many Americans would share to in their own text messages, emails or group chats.


“Well, I adore him. It’s like having another older brother!” she wrote in an email in 2015.

During her time in private practice after she left the White House in 2014, Ruemmler received several expensive gifts from Epstein, including luxury handbags and a fur coat. The gifts were given after Epstein had already been convicted of sex crimes in 2008 and was registered as a sex offender. Ruemmler was also involved in Epstein's legal defense efforts after he was arrested a second time for sex crimes in 2019 and later killed himself in a Manhattan jail.

“So lovely and thoughtful! Thank you to Uncle Jeffrey!!!” Ruemmler wrote to Epstein in 2018.