The inner circle of strategy is being sold – shareholders’ storm warning?

MicroStrategy (rebranding as strategy) board of directors is shaking, and insiders transfer cash this week. This is an unusual sight for a company known for stacking up bitcoins. However, director Carl Rickertsen sold his last stake and walked away for more than $10 million.
When the price was below $25 per share, he first bought $700,000 worth of stock in October 2022. Since then, the stock has climbed about 16 times in less than three years.
Insiders have high sales hit rate
According to Primitives, strategic insiders make a lot of profits. Rickson alone broke off more than $10 million in stock this month. He sold some shares in 2023, but this time he cleared all shares.
Protos also noted that he exercised stock options and sold the stock on the same day. Some investors believe the move is a sign that he has not bet on more gains from MSTR.
“Insiders may have many reasons for selling, but they only bought one: They think the price will rise” – Peter Lynch.
😶🌫️Okay, Zero insiders bought it $ MSTR In 2025. On the contrary, there are 26 insider sales this year alone.
5-year score: Insider sales exceed $864 million. pic.twitter.com/nzszqfcwze
– Original (@protos) June 12, 2025
No insiders bought this year
According to the Original Man’s report, there are no insiders buying it in 2025. Meanwhile, 26 insiders have sold it. These sales exceeded $864 million.
It’s rare to see so many insider sales without a single purchase to balance it. This model has upset several retail holders, especially after the stock has fallen by 10%.
Stock price under pressure
Even if the strategy continues to increase Bitcoin, the same is true for selling. The company now holds about 582,000 BTC, worth about $63 billion at its price today. However, MST’s stock has fallen 10% over the past month.
By comparison, Metaplanet (a smaller Bitcoin-holding company) happens 150% at the same time. Some traders are asking why strategic stocks cannot capture the same boost.
BTCUSD trading at $105,185 on the 24-hour chart: TradingView.com
Critics voice doubt strategy
Peter Schiff, a longtime Bitcoin critic for U.S. President Donald Trump, piled up this week. Schiff called the strategy’s business model “complete fraud” and warned that bankruptcy was only a matter of time.
He made the remarks after Saylor shared a Bloomberg report about the company’s Bitcoin hiding. Schiff has pushed gold to Bitcoin over the years. Even so, he admits that he regrets not buying Bitcoin when the price is low.
Investors supporting Bitcoin retention methods say holding cryptocurrencies will pay off for a long time. They believe that the stock’s outdoor travel is part of the deal. Others point out that the insider sales wave is a red flag.
Observers will track some things: whether any insiders buy again, how the stock price reacts to the latest Bitcoin purchases, and whether critics like Schiff can swing the broader market.
For now, the strategy path looks as bold as ever, but a new batch of internal sales make the company brighter.
Featured images from Getty Images, charts from TradingView

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