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On June 1, 2022, the U.S. Attorney’s Office for the Southern District of New York charged former OpenSea employee Nathaniel Chastain with wire fraud1 for an NFT “insider trading” scheme. At the time, we here at SKrypto asked: If the case survives judicial scrutiny, could the government charge “insider trading” of anything? In May 2023, Chastain was convicted by a jury after trial, suggesting that may be true. He was later sentenced to three months in prison, time he served while pursuing his appeal.

However, on July 31, 2025, the U.S. Court of Appeals for the Second Circuit vacated Chastain’s conviction, finding the information he misappropriated from OpenSea could not sustain the wire fraud charge because it had no economic value to the company.

The government alleged Chastain purchased dozens of NFTs immediately before they were featured on OpenSea’s homepage. (Chastain knew which NFTs would be featured because it was among his job responsibilities to choose them.) The NFTs typically rose in value after OpenSea featured them and Chastain sold them for two to five times the prices he paid.

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The government relied on a misappropriation theory, namely that Chastain misappropriated OpenSea’s information for his personal gain in violation of duties he owed to the company to keep such information confidential and to refrain from using it except to benefit the company.

However, to be guilty of wire fraud, a defendant must (1) devise or intend to devise a scheme (2) to obtain money or property (3) by means of false or fraudulent pretenses, representations, or promises. In its decision, the Second Circuit held the wire fraud statute reaches only traditional property interests and not all information kept confidential qualifies as property. Confidential business information does not qualify as property, the Court held, if it lacks commercial value to the business. Here, there was no evidence the information concerning which NFTs would be featured on OpenSea’s site had commercial value to the company. If the government had charged securities fraud, that would not have been an element of the crime. But then, the government would have had to prove the NFTs were securities.

Furthermore, the Second Circuit found the trial court’s jury instruction allowed the jury to convict based on the government’s view that Chastain lacked integrity in his business conduct rather than misappropriation of property as required under the statute. We are not sure there any practical takeaways to be had from the Court’s decision, but it is good to know not all lapses in judgment are crimes.

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1 Unlike in a traditional insider trading case, the government will not have to prove the NFTs were securities because it did not charge securities fraud. 

The opinions expressed are those of the author(s) and do not necessarily reflect the views of the firm or its clients, or any of its or their respective affiliates. This article is for general information purposes and is not intended to be and should not be taken as legal advice.

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Philip Moustakis | Partner

A former senior counsel in the SEC’s Division of Enforcement, Philip advises companies and individuals at Seward & Kissel on cryptocurrencies and blockchain technology, SEC enforcement matters, other regulatory investigations, and internal investigations. As a founding member of the SEC’s Cyber Unit, Philip advised the Commission on cryptocurrencies and investigated matters involving initial coin offerings (ICOs), unlawful touting of ICOs, and other violations of the federal securities laws related to cryptocurrencies. Publicly filed enforcement matters Philip spearheaded included the SEC’s first ever Bitcoin-related enforcement action against the operator of Bitcoin Savings & Trust, a Bitcoin-denominated Ponzi scheme, settled proceedings against an operator of a Bitcoin-related social media marketing venture and a popular Bitcoin betting site for the offer and sale of unregistered securities, and settled proceedings against an operator of unregistered cryptocurrency-denominated securities exchanges and broker-dealers.

“The SEC is a principles based regulator, and it will assert its jurisdiction over any securities offering or transaction, as it has done since the onset of the ICO craze, regardless of the technology used to facilitate such an offering.”

- Philip’s thoughts on the recent SEC enforcement action against Kik Interactive, Inc. as published in the Crowdfund Insider article “Former SEC Senior Counsel Comments on Kik Ruling: Kik Could Have Benefited From Traditional Capital Markets Lawyer "
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Anthony Tu-Sekine | Partner

As the head of Seward & Kissel’s Blockchain and Cryptocurrency Group and a frequent commentator on all things crypto, Anthony advises clients on a wide range of evolving topics, including how to structure and issue security and utility tokens, registered and unregistered offerings of security tokens, token custody, transfer and liquidity issues, non-security opinions, and investments in crypto assets by funds and other investors. A recognized leader on physical precious metals funds, Anthony represented APMEX Inc. and alternative asset manager Sprott Inc. in connection with the launch of OneGold.com, which allows investors to own gold documented on blockchain. He also:

  • Represents ShelterZoom, a leading blockchain-based SaaS contract management platform;

  • Helped form a tokenized hedge fund;

  • Provides advice in connection with ransomware payments made in cryptocurrencies; and

  • Worked with sponsors of bitcoin ETF and OTC products.

“You can work with regulators or you can really try to piss them off… If you really want to do the latter, then you should expect that they will bring every tool they have against you.”
 
- Anthony’s thoughts on BitMEX indictment, as published in Law360 article “BitMEX Case Seen as Blessing in Disguise for Crypto Sector”