NFT insider trading: A new frontier in digital asset fraud

TL;DR Breakdown

  • Nathaniel Chastain, ex-head of product at OpenSea, was sentenced to three months in prison for using inside knowledge to profit from NFT trades, marking a significant case in digital asset insider trading.
  • Cases like Chastain's and former Coinbase product manager Ishan Wahi highlight the need for clear regulations and ethical standards in the rapidly growing digital asset industry.

The digital realm has been buzzing with the rise of non-fungible tokens (NFTs), unique digital tokens that represent ownership of a particular asset, often digital art. But with the rise of this new digital asset class comes new challenges and controversies. One such controversy has recently come to light, involving Nathaniel Chastain, the former head of product at OpenSea, a leading NFT marketplace.

The case of Nathaniel Chastain: Insider trading in the NFT world

Nathaniel Chastain’s arrest in June last year marked a significant milestone in the world of digital assets. Authorities labeled it as the first-ever insider trading scheme involving digital assets. Chastain, who was responsible for deciding which NFTs would be featured prominently on OpenSea’s homepage, was convicted of fraud and money laundering in May. The charges brought against him were severe, with the potential of up to 20 years in prison for each offense.

The U.S. Department of Justice (DOJ) and the FBI accused Chastain of making over $50,000 in illegal profits from trading NFTs. The crux of the matter was that Chastain had inside knowledge of which NFTs would be featured on OpenSea’s homepage, and he used this information to buy these NFTs before they were featured and then sell them at a higher price once they were prominently displayed.

To further complicate matters, Chastain went to great lengths to hide his illicit activities. According to the DOJ, he created multiple digital wallets and OpenSea accounts to purchase and then quickly sell the soon-to-be-featured NFTs. However, the digital world is not as anonymous as one might think. Before his arrest, eagle-eyed Twitter users had already linked Chastain to several “burner” wallets. These wallets were used to funnel the Ethereum earned from the NFT sales back to Chastain’s primary wallet, which notably contained a CryptoPunk NFT that Chastain used as his Twitter profile picture.

Chastain’s defense team argued that the case should be dismissed on the grounds that NFTs are not securities. They contended that Chastain had leveraged information that wasn’t confidential. However, the judge overseeing the case was not swayed by these arguments and allowed the case to proceed to trial. Ultimately, Chastain was sentenced to three months in prison and was ordered to return his ill-gotten gains.

The ripple effect: Other cases of digital asset insider trading

Chastain’s case is not an isolated incident. The digital asset world has seen other instances of insider trading that have recently been resolved. One such case involved Ishan Wahi, a former product manager at the renowned crypto exchange, Coinbase.

Wahi, along with his brother and a friend, used inside information about upcoming token listings on Coinbase to profit from what is known as the “Coinbase effect.” This term refers to the phenomenon where the value of a digital token surges after being listed on a major exchange like Coinbase. Wahi’s insider knowledge allowed him to anticipate these surges and profit from them.

The DOJ charged Wahi, and he subsequently received a two-year prison sentence on two counts of conspiracy to commit wire fraud. In addition to the DOJ’s charges, the Securities and Exchange Commission (SEC) also claimed that Wahi had violated securities laws. These claims were settled in May after Wahi had already pleaded guilty to a scheme that netted him $1.1 million in illegal profits.


The cases of Chastain and Wahi highlight the challenges and pitfalls of the rapidly evolving digital asset landscape. As the world becomes more digital, the lines between traditional financial systems and digital assets are blurring. Regulatory bodies and law enforcement agencies are now grappling with how to adapt existing laws to this new frontier. As the digital asset ecosystem continues to grow and evolve, it will be crucial for all stakeholders to ensure that they operate within the bounds of the law to maintain trust and credibility in this burgeoning industry.

Disclaimer. The information provided is not trading advice. holds no liability for any investments made based on the information provided on this page. We strongly recommend independent research and/or consultation with a qualified professional before making any investment decisions.
Haseeb Shaheen

Haseeb Shaheen

As a Web Researcher and Internet Marketer, Haseeb Shaheen delivers relevant valuable content for audiences. He focuses on financial and crypto market analysis, as well as technology-related areas that help people change their lives.