The emails, texts, photos that could put Sam Bankman-Fried in prison

Over the past month, lawyers in the criminal trial of Sam Bankman-Fried have brought close to 20 witnesses to the stand and presented hundreds of exhibits to the 12 jurors who will decide the fate of the boy once deemed the king of crypto.

The jury, which began deliberations on Thursday afternoon, has a mountain of evidence to consider in determining whether the 31-year-old founder of FTX is guilty of seven criminal counts, which include wire fraud, securities fraud and money laundering. Bankman-Fried, who has pleaded not guilty to all charges, faces more than 100 years in prison if convicted.

While prosecutors were able to present the jury with testimony from members of the defendant’s inner circle, Bankman-Fried’s case rests largely on his own appearance on the witness stand.

“From beginning to end, Sam Bankman-Fried’s team failed to come up with a real game changer,” said Renato Mariotti, a former prosecutor in the U.S. Justice Department’s Securities and Commodities Fraud Section and now a trial partner in Chicago with Bryan Cave Leighton Paisner. “His fraud was brazen and difficult to explain away, and he lacked the discipline to keep his mouth shut even after it was apparent that he was under criminal investigation.”

In addition to oral testimony, the government brought in other evidence to try and prove its case and to paint a picture of an executive who got too much, too fast, and spent well in excess of his means. These exhibits include encrypted text messages, emails, promissory notes, Google docs, spreadsheets, leaked videos and photos displaying Bankman-Fried’s lavish lifestyle, including of his $35 million condo in the Bahamas.

The prosecution presented a series of relatively simple, two-page promissory notes. According to agreements signed by the defendant and Caroline Ellison, who ran hedge fund Alameda Research, Bankman-Fried borrowed more $1.1 billion in the year before his companies — FTX and Alameda — filed for bankruptcy.

Bankman-Fried admitted on the stand that there were likely more loans that weren’t properly documented, so the borrowing probably exceeded what was presented into evidence.

In a Google Doc dated Dec. 25, Bankman-Fried referenced the $600 million-plus stake in Robinhood he’d acquired with capital from Alameda. He wondered whether he should “try calling up the broker HOOD is with and see if they’ll just give me the shares without thinking about it.”

A big part of the government’s case revolves around the ways Bankman-Fried allegedly directed spending of money at Alameda long after he was no longer officially running the hedge fund.

In a message to FTX’s then general counsel Can Sun, Bankman-Fried pushed to get a $250 million transfer to hedge fund Modulo Capital expedited in full within eight hours. Sun later testified about the transaction under a non-prosecution agreement with the government.

Nishad Singh, who was FTX’s director of engineering, testified that the $300 million outlay on investment firm K5 was among the most troubling. He said Bankman-Fried sent him a term sheet detailing hundreds of millions of dollars of bonuses to owners Michael Kives and Bryan Baum. That followed a K5 dinner Bankman-Fried attended alongside Hillary Clinton, Katy Perry, Orlando Bloom, Leonardo DiCaprio, and Kris and Kylie Jenner.

Singh said he told Bankman-Fried he was very concerned and that the K5 investment was “value extractive.” He also said he asked Bankman-Fried if the investment was made with his money or FTX’s. The spreadsheet showed it came from Alameda.

In a motion to dismiss a complaint in bankruptcy court against K5, the firm’s lawyers said the “plaintiffs attempt to make Kives and Baum complicit in SBF’s wrongdoing has no basis in fact.”

In an all-hands meeting on the evening of Nov. 9, 2022, Alameda Research employees gathered in a circle to listen to Ellison, the CEO, who was sitting on a beanbag. She told staffers about Alameda’s borrowing from FTX, and said the exchange now had a “shortfall of user funds.”

Christian Drappi, a former software engineer at Alameda, was one of the 15 people in attendance at the meeting in the Hong Kong office. Ten others joined via video from the Bahamas.

In his testimony, Drappi described Ellison’s demeanor that night as “sunken.” He said she was “kinda slouching” and “did not display confident body language.”

In the recording of the Ellison meeting that was played for the jury, Drappi can be heard asking about FTX’s plan to pay back customers. Ellison said the company would raise money to fill the hole. Drappi asked Ellison if Alameda’s loans were collateralized through the spot margin group. She said they weren’t, and Drappi said, “That seems pretty bad.”

Of the hundreds of items entered into evidence, a bank of messages on encrypted app Signal paint perhaps the clearest picture of Bankman-Fried’s alleged crimes.

One thread, dubbed “small group chat,” included Ellison, Bankman-Fried, and Joe Bankman, the defendant’s father, who advised the company on tax-related issues and other things. Also in the group were Ramnik Arora, a former product lead for FTX; Ryne Miller, who was the company’s general counsel; Constance Wang, ex-operating chief; and former FTX executive Ryan Salame.

Early in the morning on Nov. 7, the defendant put forth some “potential todos,” including halting withdrawals, sending a “confident tweet thread” and reaching out to firms such as Silverlake, Sequoia, and Apollo as they “wake up over the next few hours” to try to shore up cash.

Later that morning, Salame linked to a tweet from an anonymous crypto trader saying, “cant wait for my FTX airdrop for not moving any of my funds.”

Bankman-Fried chimed in with different ideas about how to take advantage of the post in an apparent effort to provide false hope to FTX customers that they’d receive free tokens if they kept their funds on the platform.

The next day, Nov. 8, Ellison appealed to the group for help on optics and public messaging.

She wrote, “multiple people internally asking me whether they should continue to make statements to external parties like ‘Alameda is solvent.’ should i suggest they stall instead? just stall on responding to their messages? or what?”

That’s the same day FTX issued a pause on all customer withdrawals. The price of FTT, FTX’s native token, plummeted by over 75%. Out of options, Bankman-Fried turned to Binance CEO Changpeng Zhao, who announced he’d signed a nonbinding letter of intent to acquire FTX.

On Nov. 9, Ellison again looked to the group for guidance about how to handle the now infamous all-hands meeting of Alameda’s roughly 30 employees.

She proposed saying, “Alameda is probably going to wind down” and that there was “no pressure” to stay but help with “stuff like making sure our lenders get paid” would be “super appreciated.”

Bankman-Fried suggested she say something about there “being a future of some sort for those who are excited.”