Has the AI cash-out boom begun?
The AI boom is not only reshaping the market landscape but also creating enormous wealth for corporate insiders, who are converting these paper gains into real money.
On October 12, according to data from the Washington Service, which tracks such transactions, insiders at CoreWeave, an AI computing company at the center of this trend, quickly sold over $1 billion worth of stock after the lockup period for its IPO ended in mid-August.
This is the first opportunity for insiders to cash out on a large scale since the company went public in March and its stock price soared over 250%.
This trend is not limited to CoreWeave. Seven of the top ten insider sellers in the third quarter were from companies profiting from AI. CoreWeave Executives Lead the Cash-Out Surge A highly anticipated upstart in the AI field, CoreWeave's stock price has seen impressive performance since its March IPO, generating substantial returns for early investors and the executive team. Once the lock-up period expired, significant cash-outs followed. According to data from the Washington Service, director Jack Cogen sold $477 million worth of stock in the third quarter, making him the largest internal seller. Co-founder Brannin McBee followed closely behind, receiving $426 million from his stock sales. Reports indicate that both sales were executed under pre-defined 10b5-1 trading plans tied to stock price targets. In addition to executives, CoreWeave's largest institutional shareholder, Magnetar Financial LLC, also sold nearly $1.9 billion in shares during the same period. However, an October filing showed that the Illinois-based hedge fund still held more than 20% of the company's Class A shares after the reduction. CoreWeave and Magnetar declined to comment on the transaction. The AI boom has spawned large-scale "stock selling" by investors, with Huang Renxun cashing out more than $743 million. The insider reduction of CoreWeave is just a microcosm of the wealth realization in the entire AI industry. AI-related companies were prevalent on the third-quarter insider sellers list, demonstrating the significant impact of this technological revolution on personal wealth. Networking equipment company Arista Networks' stock price hit a record high after its September analyst day. Its CEO, Jayshree Ullal, sold over 6 million shares under his 10b5-1 plan in the third quarter, totaling $861 million, ranking second on the list. Nvidia, the undisputed leader in AI chips, CEO Jensen Huang continued with his planned sales, cashing out over $743 million in the third quarter. According to data from the Washington Service, Nvidia insiders' total share reductions in the first three quarters of 2025 reached nearly $1.5 billion. Amazon founder Jeff Bezos topped the list, cashing out $4.917 billion. Despite frequent share reductions by AI executives, the largest insider seller in the third quarter remained Amazon founder Jeff Bezos. He completed a 21.675 million share sale in the third quarter, cashing in $4.917 billion, a figure that exceeded the combined total of the other nine sellers on the list. This sale was part of a plan to sell 25 million shares between June and July, valued at nearly $5.7 billion. According to data compiled by Bloomberg, Bezos frequently uses the proceeds from stock sales to fund other projects, such as his space company, Blue Origin.
Other Famous Faces on the List
In addition to the above-mentioned individuals, the top ten sellers in the third quarter also include several other billionaires from the technology and finance fields.
Frank Slootman: Chairman of cloud data company Snowflake, sold $463 million worth of stock.
Tony Ressler: Co-founder of investment firm Ares Management Corp., sold $357 million worth of stock.
Herald Chen: Director and former CFO of mobile advertising technology company AppLovin Corp., sold nearly $313 million worth of stock.
Baiju Bhatt: Co-founder of trading platform Robinhood Markets Inc., sold nearly $300 million in stock.
Brian Armstrong: CEO of cryptocurrency exchange Coinbase Global Inc., sold $268 million in stock. He said on social media that the proceeds from the sale would be used to fund scientific research and the biotechnology startup he co-founded.