Crypto insiders ramp up stock sales, nearing $1.7B in 2025

Hot markets have made for big paydays this year

share

This is a segment from the Empire newsletter. To read full editions, subscribe.


Everyone is searching for top signals.

It could be that crypto is destined to forever follow the global money supply. Any sign of the bull market’s end would then be buried in macroeconomic data. Boring!

Empire is all about giving a look behind the curtain of the crypto industry. 

So let’s instead draw a more interesting correlation: how many shares crypto’s richest executives are cashing in on the way up.

First, it’s worth making one thing clear: People are allowed to make money. If any of us were in the same position, there’s no doubt that we’d be offloading our equity as markets heat up. That’s what it’s there for. 

And boy, have insiders been putting up numbers. 

Since January 1, insiders at just four publicly-traded companies in and around crypto have altogether net-sold almost $1.7 billion in company shares.

More than three-quarters of that sum was sold in the past three months alone — during bitcoin’s push from around $103,000 to over $124,000.

The chart below plots those insider stock sales (the colorful columns) against the price of bitcoin (the purple line). 

As you can see, insider sales remained relatively quiet for the first half of the year but ramped up once Circle went public in June. 

Source: Openinsider, CoinGecko

Circle CEO Jeremy Allaire alone made $46.4 million by selling nearly 1.6 million shares on Circle’s second day of trade, some flowing through a trust. The stock was sold for $29.30 on average, while CRCL’s share price has since climbed past $135 — a 360% increase.

Still, that technically places Allaire in fifth position by value generated by stock sales for 2025 to date, excluding VC firms General Catalyst Group VI and Chuang Xi Capital, which cashed in $104 million and $68.2 million in shares, respectively, directly following Circle’s IPO.

As for who’s been selling the most stock in crypto, at least out of company executives, it’s Coinbase CEO Brian Armstrong, hands down.

Armstrong has sold $485.8 million in COIN shares so far this year through a trust, per OpenInsider data, which collates SEC filings. 

That’s nearly $85 million more than former Robinhood CEO Bhatt Baiju’s $399.7 million worth of shares, and almost $300 million more than current CEO Vlad Tenev’s $207.1 million.

Not all insiders have been strictly dumping, however. Nine execs from Strategy have actually been buying shares over the past five months or so, led by Peter L. Briger, a recently-appointed company director and former co-CEO at Fortress Investment Group. 

Briger participated in the STRC preferred stock offering in July to the tune of $19.8 million through an LLC. 

What does any of this tell us about where we’re at in the cycle? It’s obviously been hot enough for insiders to start itching for a big payday, it seems. 

Are they savvy enough to have sold the top? 


Get the news in your inbox. Explore Blockworks newsletters:

Tags

Decoding crypto and the markets. Daily, with Byron Gilliam.

Upcoming Events

Hilton Park Lane

Tues - Wed, November 10 - 11, 2026

DAS London is a two-day summit at the Hilton Park Lane in London featuring conversations between the builders, allocators, and policy makers who are shaping the trajectory of the digital asset ecosystem in the UK, Europe, and North America.

Marina Bay Sands Singapore

Wednesday, October 07, 2026

DAS Asia is a a single-day summit at Marina Bay Sands Singapore featuring conversations between the builders, investors, and global leaders are shaping the trajectory of the digital asset ecosystem in Asia & North America.

recent research

EthenaNextAct.jpg

Research

The basis trade built Ethena, but it is unlikely to power the next phase of growth on its own. As yields compress and TVL declines, Ethena is evolving from a single strategy product into a diversified yield curator. In this report, I evaluate the protocol's proposed reserve changes, the implications for USDe yields, and why Coinbase may become Ethena's most important growth catalyst.

Newsletter

The Breakdown

Decoding crypto and the markets. Daily, with Byron Gilliam.

Blockworks Research

Unlock crypto's most powerful research platform.

Our research packs a punch and gives you actionable takeaways for each topic.

SubscribeGet in touch

Blockworks Inc.

133 W 19th St., New York, NY 10011

Blockworks Network

NewsPodcastsNewslettersEventsRoundtablesAnalytics