According to DOJ-released documents indexed by Epstein Exposed, Steven Sinofsky appears in 1,955 case documents, and 8 email records in the Epstein files.
Former president of Microsoft's Windows division who was one of Jeffrey Epstein's five named clients, as confirmed by Richard Kahn's March 2026 congressional deposition. Epstein acted as Sinofsky's paid exit negotiator from Microsoft after his departure in November 2012, explicitly charging a $1 million fee while coaching strategy to extract maximum severance. Sinofsky responded: "Any fee you want is fine. That isn't an issue for me." The EFTA documents reveal 2,604 OCR mentions across an 8-year relationship (September 2011 to June 2019).
Epstein directly managed Sinofsky's attorney Jay Lefkowitz (Kirkland & Ellis) and negotiated with Microsoft CLO Brad Smith, coaching Sinofsky: "have jay just hang tough... use the fiscal cliff as a model. when jay asks what do you really want, tell him twenty, do not give up your hand to anyone." The "twenty" referred to approximately $20 million in stock vesting. After leaving Microsoft, Sinofsky became a board partner at Andreessen Horowitz and fed Epstein intelligence on Silicon Valley deals, including conversations with Tim Cook (Apple CEO), Bill Gates/a16z introductions, WeWork analysis, and venture deal flow.
Epstein forwarded Sinofsky's Citibank wire confirmation to Richard Kahn, confirming the financial relationship. Sinofsky appeared on Epstein's contact list prepared for Steve Bannon just weeks before Epstein's July 2019 arrest, alongside Gates, Thiel, Hoffman, Dershowitz, Prince Andrew, and Clinton.
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Steven Sinofsky is mentioned in documents or reporting related to the Epstein case. Being mentioned does not imply any wrongdoing, criminal conduct, or inappropriate behavior.
This dossier was generated by AI (Claude) from court filings, government releases, and other documentary sources in our database. It may contain errors or misattributions. Always verify claims against the linked source documents.
Background
Former president of Microsoft's Windows division. Led Windows 7 and Windows 8 development. Left Microsoft November 2012 after Windows 8 launch. Joined Andreessen Horowitz as board partner in 2014.
Epstein Connection
One of five named Epstein clients (per Richard Kahn's March 2026 deposition). Epstein charged $1M fee to negotiate Sinofsky's Microsoft exit. Relationship lasted 8 years (2011-2019). 2,604 OCR mentions in EFTA documents. Post-Microsoft, Sinofsky became an intelligence pipeline feeding Epstein Silicon Valley deal flow, Tim Cook conversations, and Gates introductions.
Key Allegations(6)
Paid Epstein $1M fee for Microsoft exit negotiation coaching
documentedEpstein coached strategy: 'use the fiscal cliff as a model... do not give up your hand'
documentedNamed as 1 of 5 Epstein clients by Richard Kahn under oath (March 2026)
documentedEpstein forwarded Sinofsky's wire confirmation to Richard Kahn
documentedFed Epstein intelligence on Tim Cook calls, Gates/a16z introductions, venture deal flow
documentedAppeared on Epstein's Bannon contact list weeks before July 2019 arrest
documentedLegal Status
Named as client in Kahn deposition. 2,604 document mentions. Not charged with wrongdoing.
Notable Statements(2)
“Any fee you want is fine. That isn't an issue for me at all. Or if you don't want to be involved that is fine too. I would rather be friends more than anything.”
“Good talk with tim. He said we should talk when I want to work full time.”
Key Relationships(3)
efta-01896626, 2604 OCR mentions
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Wire records
Timeline(11 events)
First contact: Epstein tells Lesley Groff to add 'sinofsky' to schedule
Sinofsky leaves/fired from Microsoft after Windows 8 launch
Begins forwarding Microsoft legal correspondence to Epstein for negotiation coaching
Epstein coaches: 'have jay just hang tough... tell him twenty'
Epstein proposes $1M fee; Sinofsky: 'Any fee you want is fine'
Reports Tim Cook conversation and Andreessen Horowitz/Samsung offers to Epstein
Epstein asks Sinofsky to pay invoice; wire confirmed through Citibank to Kahn
Facilitating Bill Gates meeting with Andreessen Horowitz through Epstein
Meeting in person with Epstein in San Francisco
Providing venture analysis on Masha Drokova/Day One Ventures deal
Appears on Epstein's 'list for bannon steve' contact list
At a Glance
Click values for sourcesActivity Timeline
Network Graph
Known Connections (3)
External Cross-Check
Search ICIJ Offshore Leaks, OFAC Sanctions, SEC EDGAR, and Federal Courts
External Records
Matches from OpenSanctions covering OFAC SDN, EU FSF, Interpol, PEP registries, and Wikidata.
Political Donations (3)
Cross-referenced against FEC Schedule A (individual contributions). Name matching does not confirm identity.
Top Recipients
Document Mentions
Email Mentions (8)
Re: Pro Rata: Wednesday, February 21
Excerpt from below...
Re: Pro Rata: Wednesday, February 21
Thx for taking the time
‘Atlas Shrugged’: From Fiction to Fact in 52 Years
‘Atlas Shrugged’: From Fiction to Fact in 52 Years By STEPHEN MOORE Some years ago when | worked at the libertarian Cato Institute, we used to label
Re: Pro Rata: Wednesday, February 21
Excerpt from below... Same old story: Yesterday, I grabbed coffee with Day One Ventures founder Masha Drokova, and heard a familiar—and still disappo
Re: Pro Rata: Wednesday, February 21
Thx for taking the time
Bitcoin and DC
http://www.washingtonpost.com/blogs/the-switch/wp/2013/11/21/heres-how-bitcoin-charmed-washington I'm up 50% on my BTC investment! Here's how Bitcoi
Fwd: Pro Rata: Wednesday, February 21
Excerpt from below... Same old story: Yesterday, I grabbed coffee with Day One Ventures founder Masha Drokova, and heard a familiar—and still disappoi
Fwd: Pro Rata: Wednesday, February 21
Excerpt from below... Same old story: Yesterday, I grabbed coffee with Day One Ventures founder Masha Drokova, and heard a familiar—and still disappo
About Steven Sinofsky
Who is Steven Sinofsky?
Former president of Microsoft's Windows division who was one of Jeffrey Epstein's five named clients, as confirmed by Richard Kahn's March 2026 congressional deposition. Epstein acted as Sinofsky's paid exit negotiator from Microsoft after his departure in November 2012, explicitly charging a $1 million fee while coaching strategy to extract maximum severance. Sinofsky responded: "Any fee you want is fine. That isn't an issue for me." The EFTA documents reveal 2,604 OCR mentions across an 8-year relationship (September 2011 to June 2019). Epstein directly managed Sinofsky's attorney Jay Lefkowitz (Kirkland & Ellis) and negotiated with Microsoft CLO Brad Smith, coaching Sinofsky: "have jay just hang tough... use the fiscal cliff as a model. when jay asks what do you really want, tell him twenty, do not give up your hand to anyone." The "twenty" referred to approximately $20 million in stock vesting. After leaving Microsoft, Sinofsky became a board partner at Andreessen Horowitz and fed Epstein intelligence on Silicon Valley deals, including conversations with Tim Cook (Apple CEO), Bill Gates/a16z introductions, WeWork analysis, and venture deal flow. Epstein forwarded Sinofsky's Citibank wire confirmation to Richard Kahn, confirming the financial relationship. Sinofsky appeared on Epstein's contact list prepared for Steve Bannon just weeks before Epstein's July 2019 arrest, alongside Gates, Thiel, Hoffman, Dershowitz, Prince Andrew, and Clinton.
What is Steven Sinofsky's connection to Jeffrey Epstein?
Steven Sinofsky appears in 1,955 case documents, 0 flight logs, and 8 emails from the Epstein investigation files. Connected to 3 other persons of interest.
This dossier on Steven Sinofsky was compiled from court records, flight logs, and public documents. 100% free, ad-free, and independent.