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The tech titans who show up in the Epstein files

Deceased sex offender Jeffrey Epstein cultivated a network of powerful tech leaders and executives in the early to mid-2010s, according to Mashable’s review of some of the documents contained in the Department of Justice’s latest release of Epstein files.

A number of boldface names show up in his inbox during that time, including Bill Gates, Reid Hoffman, Elon Musk, Peter Thiel, Mark Zuckerberg, and Jeff Bezos. None of the individuals have been accused of participating in Epstein’s abuse and trafficking of minors.

Based on the reviewed documents and previously reported information, Epstein demonstrated a longstanding interest in not only socializing with the tech elite, but also making influential investments and behind-the-scenes moves to influence technological innovation.

The New York Times reported Thursday that he had access to startups and venture capital funds, and the executives leading them, well after he pleaded guilty for soliciting a minor for prostitution in Florida, in 2008. Epstein was, for example, an early investor in the cryptocurrency startup Coinbase, in 2014, according to the records.

Epstein’s unusual deal required him to register as a sex offender, and he ultimately served roughly 13 months in jail.

The charge and Epstein’s incarceration weren’t secrets; The Daily Beast reported on the financier’s deal and criminal behavior in 2010. (Former Daily Beast editor Tina Brown recently recounted Epstein’s high-pressure legal campaign against the coverage prior to its publication.)

Still, those revelations didn’t stop tech leaders from befriending Epstein as e-commerce, social media, and the beginnings of artificial intelligence reshaped the internet, the economy, and society. Per the documents Mashable was able to review, Epstein had different relationships with big players in tech.

Some appeared to be collaborators or friends, such as Microsoft cofounder Bill Gates, PayPal cofounder Peter Thiel, and LinkedIn cofounder Reid Hoffman. Some, like Amazon founder Jeff Bezos and Google cofounder Sergey Brin, were cc’d on emails to numerous tech executives that Epstein also received. Others, including Apple CEO Tim Cook, were mentioned in Epstein’s schedule, by his assistant, or in conversation with a third party.

The documents give startling insight into how Epstein operated with tech executives.

Epstein and tech execs: Professional, sometimes friendly and familiar

In Sept. 2012, Epstein emailed Musk to ask about “the Al guy in London that you thought was smart.” Musk simply replies, “Demis Hassabis”. Hassabis is now the co-founder & CEO of Google Deep Mind. Google acquired Hassabis’ company DeepMind Technologies in 2014.

Musk’s exchanges with Epstein weren’t limited to professional matters. Epstein invited Musk to his infamous Caribbean private island home, where Epstein engaged in the rape and sexual abuse of minors, and provided trafficked minors to other powerful men. Over the course of a year, Musk tried to schedule a visit to the island.

In Nov. 2012, Musk asked, “What day/night will be the wildest party on your island?” He had planned to attend with his wife at the time and suggested on X that, as a result, he didn’t anticipate anything “actually shady.”

In the months of email exchanges, Musk appears to have had scheduling conflicts that prevented him from visiting. Musk recently said on X that he “declined repeated invitations” from Epstein and had never been to his island or on his private plane.

Musk claims that “nobody has fought harder for full release” of the Epstein files than him.

Epstein also emailed Hoffman directly a number of times between 2013 and 2018. Hoffman acknowledged on social media that he met Epstein at his island home for a “fundraising visit.” Hoffman has published on X a list of dates he met with Epstein to discuss a “fundraising relationship” he had with the Massachusetts Institute of Technology. Epstein contributed $850,000 to MIT between 2002 and 2017. Hoffman said on X that “interacting with Epstein post-conviction is something I deeply regret.”

In one email from Dec. 2014, Hoffman wrote Epstein to say that he sent two gifts to his New York City address: “1- ice cream. if you have any interest, you should try — else for the girls.” It’s unclear who Hoffman is referencing when he mentions “girls.” (The dash in Hoffman’s writing appeared originally; it is not a redaction.)

Mashable reached out to Hoffman for comment about the identity of the girls he referenced. 

“The victims of Epstein’s abhorrent and vile actions deserve all the information they are seeking, and I continue to call on President Trump to deliver that for them,” Hoffman wrote on X.

The nature of their respective relationships with Epstein has become the source of an accusatory back-and-forth between Musk and Hoffman on Musk’s social media platform X.

The Epstein files contain 6,500 references to “the girls.” Epstein’s will did not appear to name any biological dependents or beneficiaries aside from his brother.

Epstein wrote personally about “the girls” in a February 2013 email to a contact, noting that “the girls and i are going to see elon musk at space x tomorrow”.

In 2014, an email with redacted correspondents discusses arrangements for “the girls. 

“Can you help?,” reads the email addressed to a person named Richard. “As I did not hear back from [redacted] and I think that JE wants me to reach out to the girls regarding their individual spaces.” The exchange, which includes more detail, is eventually forwarded to Epstein. 

A 2015 email involving Epstein’s assistant details “cleaning” arrangements for the girls and their apartments. The redacted respondent says, “Okey (sic) me and Leo’s back to weelkly (sic) cleaning with the girls…We apologize for not cleaning the girls this week but we can clean some girls today if you want…” A 2017 email with redacted respondents goes into detail about a cleaning schedule and anticipating guests for the apartments. 

“Get the girls apartments done and 7J for our guest arriving tonight,” the email reads.

A list of tech titans who appear in the Epstein files

An appearance by a major tech executive in the files does not imply or indicate that they participated in illegal or criminal behavior. This list is organized in alphabetical order. The number of appearances can include duplicate documents and references.

1. Jeff Bezos: 194 references

Bezos’ name appears in the files relatively infrequently compared to people like Gates and Hoffman. In one 2018 email, a contact of Epstein’s asked if he should attend a talk given by Bezos. Epstein replies, “yes you can say hello from me”.

In a 2010 email, Bezos is cc’d along with several high-profile tech executives (Brin, Musk, Google cofounder Larry Page) in an email from the literary agent John Brockman related to a book that he’d championed

Bezos is also mentioned as a potential dinner party guest in a 2011 email to Epstein from investor and inventor Boris Nikolic. Similarly, a 2018 email involving Epstein’s assistant listed Epstein as a guest at a 2014 dinner where the RSVPs included Bezos, Brin, and Page.

In 2016, Epstein received a text message from director Woody Allen, who declared, “I think Jeff Bezos is my idol.” Epstein replies, “I was with him yesterday”.

Mashable reached out to Amazon for comment. 

2. Sergey Brin: 265 references

Brin shows up in the files as early as 2003, years before Epstein pleaded guilty to prostituting minors. Epstein’s co-conspirator Ghislaine Maxwell met Brin at a TED Conference that year, then reached out via email.

“Just incase (sic) I need to jog your memory as to who I am – I am the crazy girl with short dark hair who flew a Black Hawk in Colombia and a friend of Jeffrey Epstein and [redacted],” she wrote in March 2003.

Brin responded that he traveled to New York City a few times a year and planned to be there in April. Maxwell invited Brin to dinner. The plans ultimately changed locations to Epstein’s Manhattan home. “[D]inners at Jeffrey’s are always happily casual and relaxed,” Maxwell wrote. Brin responded with his availability.

Brin also authored a May 2003 email with the subject line “aircraft carrier” to Maxwell. The body of the message is blank. Similar messages, addressed to Maxwell by Brin but with a blank body, appear in the files.

In a long, heavily redacted letter apparently written by an Epstein survivor, Brin is named as an individual the victim met while on Epstein’s island at an unspecified time. The victim does not accuse Brin, who allegedly visited with his then-fiancée, Anne Wojcicki, of any crimes.

Mashable reached out to Google for comment. 

3. Tim Cook: 152 references*

Cook appears in the files because news articles or briefings mention his name in relation to Apple. The documents also contain email messages between Epstein and individuals working to arrange meetings with Cook.

In a Nov. 2012 exchange, someone who meets with Cook tells Epstein that Cook would be “excited” to meet with Epstein but has heard Epstein is forming a company that would require him to decline the invitation.

*Some of Epstein’s shipping invoices are addressed to a Tim Cook, care of a yacht harbor in the British Virgin Islands, in the early 2000s. The number of references includes shipping invoices with that Tim Cook’s name on them. Mashable has reached out to Apple to determine whether that Tim Cook is the same as the Apple CEO.

4. Bill Gates: 2,527 references

The Microsoft cofounder has admitted, with regret, to a friendly relationship with Epstein. His spokesperson also unequivocally denied salacious allegations contained in the latest batch of files. In two July 2013 emails that Epstein sent to himself, he addresses the messages to Gates and describes a rupture in what he viewed as a close relationship.

Epstein claims that Gates asked him to delete emails “regarding your std, your request that I provide you antibiotics that you can surreptitiously give to Melinda [French Gates], and the description of your penis. You also made it clear to me that I am not to refer to [redacted] as that is another topic that must remain between the two of us.”

Epstein also tries to lay out a financial resolution to a business partnership they formed. Gates has said the email was never sent.

“These claims are absolutely absurd and completely false,” Gates’ spokesperson told NPR. “The only thing these documents demonstrate is Epstein’s frustration that he did not have an ongoing relationship with Gates and the lengths he would go to entrap and defame.”

Gates’ relationship with Epstein reportedly played a role in Melinda French Gate’s 2021 divorce from her husband. She told NPR that the new allegations in Epstein’s files brought up painful times in her marriage.

“Whatever questions remain there of what — I can’t even begin to know all of it — those questions are for those people and for even my ex-husband,” French Gates said. “They need to answer to those things, not me.”

5. Reid Hoffman: 2,638 references

As much as Hoffman emphasizes his fundraising ties to Epstein, he appears close to him in emails exchanged over several years, and they also set up Skype calls.

In addition to the aforementioned exchanges, Hoffman wished Epstein well in May 2018 and said, “loo= (sic) forward to being in the same area of the world at some point. ☺” He suggested a Skype call to discuss Epstein investing in a fund, to which Epstein replied, “always can make time for a reid skype. :)”

Years earlier, in Jan. 2014, Epstein wrote to Hoffman, “have some inquiries from some interesting people, re a bitcoin type currency, wait until you hear”. Hoffman replied with interest.

Mashable reached out to Greylock Partners, where Hoffman is a partner, for comment. 

6. Elon Musk: 1,086 references

Aside from Musk’s early 2010s exchanges with Epstein about visiting his island, a number of references to his name are from bulletins or news aggregators that Epstein’s email account received, even as recently as last year. Musk is also referred to in passing as a potential event attendee or briefly as a subject of conversation.

7. Larry Page: 293 references

Page appears at roughly the same frequency as his Google cofounder Sergey Brin.

In 2009, for example, Epstein is included in a forwarded email correspondence that attempts to explain Page’s thinking about the emergence of general artificial intelligence.

In one 2010 email, it appears as though Page requested use of Epstein’s helicopter through a third party during a trip to St. Barts. A follow-up email from a third party instructs Epstein to disregard the request as Page has chosen to use a boat instead.

In 2014, a redacted sender shared Page’s email address to Epstein. Like many of the tech executives, Page is included in guest lists of dinners or events that Epstein might attend, well after his plea deal. Media mentions of Page also account for references to him.

Mashable reached out to Google for comment. 

8. Peter Thiel: 2,273 references

Peter Thiel, a venture capitalist and Republican mega donor, seemed to have a close business relationship with Epstein, according to the documents. 

In July 2025, a Times review of Epstein’s estate identified $40 million investments that Epstein made into funds operated by Valar Ventures, a firm backed by Thiel. Epstein also consulted Thiel for investing advice.

His spokesperson told the New York Times that Thiel did not visit Epstein’s private island. Thiel has yet to comment on his communication with Epstein. 

According to the newest documents, they appeared to be in frequent contact in the mid- to late 2010s. 

In 2014, Thiel sent a text message to note that he’d just tried calling Epstein. A 2017 message from Epstein’s assistant that appears to double as a scheduling alert, simply reads, “August 14, 2017 11:45 AM : Peter Thiel Friday sometime”. Other scheduling reminders indicate that Thiel and Epstein met and spoke to each other on the phone with some regularity. They remained in touch, trying to pin down each other’s whereabouts, as late as 2019.

9. Mark Zuckerberg: 280 references

In Aug. 2015, an assistant to Epstein sent a message to Zuckerberg’s email address noting that the Facebook founder had recently spoken to Epstein at a dinner party hosted by Hoffman and Thiel.

“At the party Mark requested Jeffrey send his contact details to him…could you please pass the below on to Mark?” the assistant wrote, including Epstein’s phone number and email address. In a message sent soon after that, Epstein’s assistant sent Zuckerberg an hour-long YouTube lecture on the meaning of math.

Zuckerberg appears years earlier in the files, when a contact of Epstein’s discusses with his assistant possible meetings in Silicon Valley during a trip in Aug. 2012. Epstein appeared interested in bringing “Woody” along to a meeting with Zuckerberg at Facebook, or for them to meet Zuckerberg at dinner.

It’s unclear if the Woody cited is the film director, who communicated often with Epstein and whose name is referenced 7,260 times in the files. 

Mashable reached out to Meta, the parent company of Facebook, for comment.

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Upgrade aging PCs with Windows 11 Pro for $12.97

TL;DR: Microsoft Windows 11 Pro is available for $12.97 (reg. $199), offering a lower-cost upgrade for compatible PCs through March 22 at 11:59 p.m. PT.


If your PC is starting to feel laggy or your operating system no longer keeps up with current demands, upgrading to Microsoft Windows 11 Pro unlocks a faster, more modern experience. At $12.97 through March 22 at 11:59 p.m. PT, this upgrade is a wallet-friendly way to access the latest features and security enhancements without buying a new device.

Microsoft has announced that support for Office apps — including Word, Excel, and Outlook — on Windows 10 will end in October, making this a timely moment to consider an upgrade. Windows 11 Pro stands out as the logical next step for anyone who wants to keep their system secure and compatible, particularly for those who need a standalone license rather than an update through Windows Update.

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With Windows 11 Pro, you’ll notice a streamlined, contemporary interface and tangible speed gains from day one. Boot times are faster and navigating the system feels more responsive. Features like Snap Layouts and virtual desktops help you organize windows and multitask with ease, while the revamped search function means less time hunting for files, apps, or settings.

Security also gets a notable boost. Windows 11 Pro adds biometric login, TPM 2.0 support, Smart App Control, and BitLocker encryption, all of which are crucial for small businesses, remote workers, and anyone managing sensitive files. For power users and IT professionals, features like Azure AD integration, Hyper-V virtualization, and Windows Sandbox offer more advanced options without complicating everyday use.

There are also productivity and quality-of-life updates. Voice typing, enhanced multitasking tools, and DirectX 12 Ultimate for improved graphics support gaming and creative workloads. Microsoft’s AI assistant, Copilot, is built in to help with tasks like summarizing information and navigating settings, which may be useful for school or professional learning environments.

Windows 11 Pro is intended for users ready to move on from older operating systems and take advantage of Microsoft’s latest platform features. At $12.97, the current deal lowers the cost of upgrading, making it easier to consider the switch before Windows 10 support winds down. Get it at its discounted price through March 22 at 11:59 p.m. PT.

StackSocial prices subject to change.

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Star-Studded, R-Rated 90s Sci-Fi Thriller Will Bring You To The Brink Of Death And Back

By Robert Scucci
| Updated

Here’s a little word of advice for anyone who’s always hunting for the next thing to watch. When the burnout guitar tech named Zippy (portrayed by Bill Hader) in the 2016 musical mockumentary satire Popstar: Never Stop Never Stopping casually mentions that he loves falling into a medically induced near-death experience for the rush, and cites 1990’s Flatliners as his inspiration, it’s not an open invitation to seek the film out and actually watch it. I did, and I have regrets.

My curiosity got the best of me because of a single throwaway joke that made me laugh harder than I care to admit, which ultimately forced me to seek out Flatliners. On paper, it checks a lot of boxes for me. It’s a sci-fi psychological horror thriller built around a pulpy concept, and it’s stacked with a mostly reliable roster of talent, including Kiefer Sutherland, Julia Roberts, Kevin Bacon, William Baldwin, and Oliver Platt. This should have at the very least been a solid B-movie, but it doesn’t even satisfy on that level. 

Medical Students Playing God With Each Other

Flatliners 1990

On paper, Flatliners has a great concept, but the execution is anything but desirable. We’re introduced to Nelson Wright (Kiefer Sutherland), a medical student obsessed with experiencing death because he believes glimpsing the afterlife will provide answers to life’s biggest philosophical questions. Joining him are fellow students, including Rachel Manus (Julia Roberts), outspoken atheist David Labraccio (Kevin Bacon), womanizing sexpot Joe Hurley (William Baldwin), and the self important coward and unofficial scribe Randy Steckle (Oliver Platt).

The object of Nelson’s game in Flatliners is simple. He convinces his classmates to force him into a medically induced death, reviving him at the last possible moment so he can come back and report his findings. The first experiment is technically successful, but Nelson is permanently altered by the experience and immediately wants to go under again when given the chance. Joe pushes things even further when he volunteers, letting the clock run longer than is even remotely responsible, and comes back with his own unsettling revelations.

Flatliners 1990

Tensions rise within the group as Nelson and Joe begin acting erratically, but David, the resident atheist, insists there has to be a logical explanation for what they’re seeing. Naturally, David gets flatlined next and experiences similar visions, followed shortly by Rachel, who has her own troubling experience.

The group eventually surmises that they’re being haunted by physical manifestations of their past sins, and resolve to figure out how to atone for their mistakes. The unfortunate reality in Flatliners is that the only way forward involves going under again, for longer and longer periods of time, in order to make peace with themselves and the increasingly hostile specters that follow them back.

Beware The Blue Light Special

Flatliners 1990

Flashbacks and crossover sequences in Flatliners look like stock footage blasted with blue and red lighting as medical students play god with a makeshift death machine, recklessly chasing glimpses of the afterlife and dealing with the consequences later. Those consequences include disembodied kids beating Kiefer Sutherland with a hockey stick, along with other equally ridiculous encounters. Nobody owns furniture. And these deeply irresponsible medical experiments take place in a run-down wing of the university that seems perpetually on the verge of flooding or electrocuting everyone involved.

Listen, I’d like proof of an afterlife too, but there are better ways to go about it is all I’m saying. You could probably get similar results by pounding two Ghost energy drinks back to back and hopping on a Tilt-A-Whirl. You’re still putting your life in a carnie’s hands, sure, but at least afterward you can grab some funnel cake and call it a day.

Flatliners 1990

Despite its cast and concept, Flatliners ultimately falls flat for reasons that still baffle me. For a movie with a reported production budget of $26 million, I genuinely have no idea where that money went, because it never shows up on screen in any way that justifies the expense. I own an LED strip and a phone full of Instagram filters that could recreate the same wobbly, blue soaked experience from my living room without breaking a sweat. None of this makes sense.

If you’re still intrigued by Zippy’s enthusiasm for Flatliners, the film is currently available on demand through YouTube, Apple TV+, Prime Video, and Fandango at Home.

Flatliners 1990


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All The Deep Space Nine Easter Eggs In Star Trek: Starfleet Academy

By Chris Snellgrove
| Published

The latest episode of Starfleet Academy had one of its 32nd-century cadets researching a legendary 24th-century figure: Benjamin Sisko, the captain of Deep Space Nine. While the show’s broad humor threatened to drag things down, this episode succeeded as a love letter to Sisko and the man who played him, Avery Brooks. On a larger level, the episode also works as a tribute to Deep Space Nine, the best Star Trek show ever made.

Accordingly, the show threw out DS9 references with almost as much speed and ferocity as Sisko’s fastball. With everything going on (from bar fights to farting fish to literal glitter vomit), it’s easy to miss these cool callbacks. But we’ve got you covered: just keep reading to discover all of the Deep Space Nine Easter eggs you may have missed in this week’s episode of Starfleet Academy!

Baseball, Mitt, And Hat

At one point in her investigation, SAM enters the Sisko Museum, filled with notable artifacts from his life. One of the first things we see is a baseball and a baseball glove, included in the museum because Sisko was such a fan of this outdated American sport. Presumably, the ball in the museum is the same one that was originally given to Sisko by an alien recreation of Buck Bokai, a fictional baseball hero.

Sisko kept that same ball in his office on Deep Space Nine, and he frequently played with it during tense situations like an old-school fidget. At one point, he and his crew engaged in a disastrous baseball game against one of his old Starfleet Academy rivals, a Vulcan whose superior strength meant he was always destined to win. Still, Sisko’s squad came to enjoy the camaraderie of simply playing baseball together, and the museum also houses the hat he wore when leading his team, The Niners.

Typewriter And Glasses

One of the more surprising inclusions in Starfleet Academy’s Sisko Museum is a typewriter; this is a nod to “Far Beyond the Stars,” in which Sisko experiences visions of living as a sci-fi writer named Benny Russell in 1950s America. The episode portrayed Russell as a Black writer held back by the racism of his time period, but this doesn’t keep him from writing a story about a fictional space station, Deep Space Nine. The episode tells a powerful story about race and racism while provocatively suggesting that the entire show Star Trek fans have been watching might all be in the head of a forgotten ‘50s writer.

It’s interesting to see the typewriter (and Benny’s glasses) in the Sisko Museum, especially since it never seemed like the captain filed an official report about what Starfleet would have likely considered a mental break. But he may have confided about Benny to Dax, who was also present when another delusion nearly kept him from opening the Orb of the Emissary. Considering this episode’s revelation that the Dax symbiont is alive and well and teaching at the academy, the presence of the typewriter makes a lot more sense. 

Anslem

In the most recent Starfleet Academy episode, the latest incarnation of Dax hands SAM Anslem, a book written by Jake Sisko. After opening the book, she interacts with what might be an intelligent hologram of the younger Sisko, or maybe he (being technically part-Prophet) simply transcended time and space. But what makes this book so special in the first place, and why was SAM so surprised to discover Jake finished it?

In the Deep Space Nine episode “The Muse,” young Jake comes under the influence of Onaya, an alien creature who feeds off creative energy; basically, she kills people, but only after unlocking their full potential. Under her influence, Jake begins Anslem, his first novel, but he doesn’t finish it because his father drives away Onaya. Deep Space Nine never revealed if Jake had finished Anslem in the main timeline, but Starfleet Academy confirmed that he secretly completed the book but decided against publishing it.

Orb Of The Emissary

When he was first stationed on Deep Space Nine, Benjamin Sisko was very skeptical about the Bajoran religion, but that all changed when their godlike Prophets (which he called wormhole aliens) selected him to become Space Jesus. After that, Sisko quickly learned about all the Bajoran beliefs, including the idea that the Prophets sent down special orbs to help guide and communicate with their chosen people. One of those was called the Orb of the Emissary and, in timey-wimey fashion, it held the Prophet that possessed Sisko’s mother and ensured that he was conceived.

When Sisko finds the orb and releases the Prophet, the powerful alien is able to cast out the evil pah-wraith inside the wormhole; this restores hope to the Bajoran people and makes the wormhole functional again. So, what we see in the Sisko Museum in Starfleet Academy isn’t just any orb. It’s the one that is tied to both the beginning of the Sisko and, ultimately, the end of the Dominion War, making it one of the coolest artifacts in the entire galaxy.

The Return Of Jake Sisko

Jake Sisko shows up in this episode of Starfleet Academy as an adult. He’s only a hologram, but an interactive one, so he talks SAM. Reprising the role is Cirroc Lofton, who also played Jake on Star Trek: Deep Space Nine.

The Return Of Dax

As mentioned previously, the Dax symbiote shows up on Starfleet Academy, in a new host called Illa Dax (played by Tawny Newsome). This Dax isn’t a Trill; she’s a Cardassian-Trill hybrid.


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