Bitcoin Investor Michael Saylor Linked to Epstein in New File Release
The U.S. Department of Justice recently published millions of pages of records related to Jeffrey Epstein as part of ongoing transparency efforts under the Epstein Files Transparency Act. Among the newly unsealed materials, the name of Michael Saylor, founder and executive chairman of Strategy and a prominent Bitcoin advocate and investor, appears in several email threads from the early 2010s. These references have drawn attention in cryptocurrency circles, though they remain limited in scope and predate Saylor's public focus on digital assets.
The Epstein files, released at the end of January 2026, include correspondence that largely portrays Saylor through the lens of New York social and charity events. Publicist Peggy Siegal, who moved in overlapping elite circles with Epstein, wrote about Saylor in several messages, describing his attendance at film-industry galas and his efforts to gain broader social access through donations. Siegal's emails express reluctance to facilitate introductions for Saylor, citing his perceived lack of social ease and personality, while noting his wealth and ownership of a yacht.
Other mentions in the files are even more indirect. One 2014 email chain briefly notes Epstein's apparent disinterest in Saylor in the context of a potential technology investment pitch. A separate personal message from an unnamed sender references staying in St. Barts with Michael Saylor.
The emails don't shed the best light on Saylor, as one email to Epstein about Saylor, describes him as a "complete creep" who is "sort of like a zombie on a drug."
Nature of the Saylor References and Broader Context
The Saylor-related emails date primarily to 2010 through 2014, well before Strategy began its large-scale Bitcoin acquisitions in 2020. None of the passages involving Saylor mention Bitcoin, blockchain technology, or any cryptocurrency topics, specifically. The references instead reflect the overlapping social networks common among wealthy individuals in New York and Washington during that period, where charity events and film-industry functions often brought together tech entrepreneurs, financiers, and entertainment figures.
Separate sections of the newly released files do touch on early cryptocurrency concepts discussed within Epstein's circle. These include references to potential cryptocurrency ideas and an investment in Blockstream through an intermediary fund. Industry figures such as Adam Back and Peter Thiel have addressed those mentions publicly, clarifying the limited and historical nature of any contact.
In the email below between Epstein and a redacted name, they discuss Saylor working on a startup about identity and authentication, with a path to payment systems. It also mentions how Epstein is taking Joi Ito and Reid Hoffman, both investors in Blockstream and Bitcoin, to "the island."
The unsealing of these Epstein emails continue to generate discussion across financial and cryptocurrency communities about the intersection of elite networks and emerging technologies. Yet the specific references to Saylor remain so far, anecdotal and peripheral, offering little new insight into either his business strategy or the development of Bitcoin adoption.
As additional reviews of the full document set proceed, we will be posting updates here and in our Epstein Bitcoin email archive.
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