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When a company goes public, its insider shareholders can only cash in their equity after a certain amount of time, so as to support the stock price by not flooding the market with shares all at once

Typically, lock-up periods that prohibit insiders from selling stock last three to six months. In many cases, there are mile markers along the way that allow for some additional selling before a final expiration date when virtually all shares can be freely offloaded

For example, SpaceX, which went public in June, will see its general lock-up period expire in December, 180 days after its June 12 IPO (Elon Musk is locked up for a full year, until June 2027)

Anthropic’s S-1 filing released on Monday, however, shows the company’s lock-up structure is much more unorthodox and complex

Here’s the schedule at a glance, according to the S-1:

So, for one, some top shareholders will have to wait a full 365 days before they can offload their stock. On the other side of that spectrum, some shareholders will be allowed to sell a portion of their shares as soon as the stock begins trading

Finally, there’s an extraordinarily high number of lock-up expiration dates stretched over a long period of time: shareholders will be able to dump shares on 23 different dates in the year after the IPO. SpaceX, by comparison, had fewer than 10 lockup expiration dates

It may look unusual, but it could potentially help prop up the stock price, which often sags in the months following a company’s IPO

The stretched, more incremental lock-up period could slow the number of Anthropic shares coming to the market. Rather than a deluge, investors will get a trickle of stock at frequent intervals

“If you look at the last 30 major tech IPOs, 57% traded up over the first week. However, the max drawdown in the first year averaged 55%,” Andy VandenBerg, founder of VDB Wealth, told Business Insider this summer ahead of SpaceX’s IPO

Still, the unusual schedule was a Monday

“The longer timeframe is also sort of a retention technique?” wondered one X user following the publication of the S-1. Another X user called the drawn-out schedule “insane.”

Looking at SpaceX again, the company’s stock fell as much as 46% in the few months after it went public, then began to recover

Anthropic’s IPO will be a major test of the AI trade. The company, with its various Claude models being some of the most widely used chatbots, is expected to go public at a market cap of $1.5 trillion to $2 trillion, which would put it in the top 10 largest companies in the world

“We believe that AI is one of the most consequential technologies in human history,” Anthropic said in its filing, adding that the technology could increase economic growth and even cure diseases. “Anthropic aims to realize these benefits while navigating and preventing the risks that come with a technological revolution this fast and this powerful.”

Its S-1 filing shows a total net loss of about $42 billion in 2025, with revenue of $4.6 billion. In the first six months of this year, Anthropic recorded a loss of $80.7 billion

The IPO comes as the vibe has shifted for investors, who are increasingly wondering about how far the AI boom can stretch on. The market seems to remain skeptical that hyperscalers can monetize their mammoth spending on AI infrastructure, while also fearing what a pullback in capex might mean

“Anthropic is taking a calculated risk by pursuing an IPO while the window of opportunity is open,” said Shashi Bellamkonda, Principal Research Director at Infotech

“It has already demonstrated enterprise demand and is betting that its brand and capabilities will give investors confidence,” he continued. “But the US market can be fickle, and investors are questioning whether AI spending will deliver returns. This IPO will test both confidence in Anthropic and investor appetite for other AI companies considering a public listing.”

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