Key Notes
MSTR Stock faces mounting pressure from roughly $720 million in annual preferred dividend obligations.
All eyes are on whether MSTR can remain in the MSIC Index, amid talks of removing digital assets treasury (DAT) firms.
Despite the sell-off and Schiff’s criticism, Michael Saylor remains confident in Strategy’s plan of long-term dividend payouts.
During the Dec. 17 trading session, the Strategy (MSTR) stock faced another 5.25% drop to $160. Amid the falling Bitcoin price, the largest corporate holder of BTC is facing pressure on its stock. Popular economist Peter Schiff noted that another 50% crash in the MSTR stock price can’t be ruled out.
MSTR Stock Can Drop to $80, Bitcoin Under $50K, Says Peter Schiff
Economist Peter Schiff has lashed out at the underperformance of the MSTR stock, a popular Bitcoin proxy bet, citing severe technical weakness. He added that the stock price could see a further sharp decline and fall to $80, which means 50% down from the current level.
Adding further, Schiff noted that such a correction in MSTR stock could also lead to a Bitcoin price crash under $50,000. According to the official Strategy website, the mNAV of MSTR is at $1.09. This shows that the company’s market cap is very close to its Bitcoin holdings. As a result, Strategy enjoys almost no to nil premium over BTC.
It’s hard to find a chart that looks worse than $MSTR. At a minimum, the stock should drop to about $80, which is half its current price. It’s hard to imagine MSTR dropping that much without a significant decline in Bitcoin as well. I’d say a minimum target for BTC is about $50K.
— Peter Schiff (@PeterSchiff) December 17, 2025
Michael Saylor’s Strategy faces a tough time and mounting financial pressure as it commits to approximately $720 million in annual preferred dividend payments. According to market estimates, the company’s $1.44 billion capital buffer is sufficient to cover these obligations for roughly 24 months.
At the same time, investors are watching an upcoming decision by MSCI, expected within the next 30 days. If MSTR stock is excluded from relevant MSCI indices, analysts at JPMorgan estimate that the stock could face up to $2.8 billion in passive outflows.
Related article: Strategy Fights MSCI Proposal to Remove Digital Asset Treasury Companies
Despite the concerns surrounding Strategy (MSTR), Michael Saylor has continued to buy more Bitcoins, taking his total holdings to 671,268 BTC.
Why is @Saylor buying more Bitcoin for $MSTR when it’s trading at a discount to the Bitcoin it owns? If he cared about shareholder value he’d sell Bitcoin and buy back stock. That would increase the Bitcoin owned per share. His goal isn't to maximize value but to support Bitcoin.
— Peter Schiff (@PeterSchiff) December 17, 2025
Michael Saylor Remains Absolutely Confident About MSTR Dividends
In his latest interview with Sky News, Saylor noted that if Bitcoin grows 0% for 100 years, they have about 75 years of dividends to pay. Even if BTC price grows marginally by 1.4% a year, Saylor said that his company can pay the dividends forever.
“If Bitcoin goes up more than 10.5% a year, we have escape velocity. The equity MSTR outperforms BTC,” he added. With the MSTR stock already correcting nearly 65% from the top, some market analysts believe that it is in the oversold territory.
$MSTR looks extremely oversold here.
Once Bitcoin starts to move up we should see some nice price action from Strategy.
Don’t forget, they now hold more than 670,268 Bitcoin! pic.twitter.com/qfrqqKouW4
— Mister Crypto (@misterrcrypto) December 17, 2025
According to the latest information from BitcoinTreasuries, billionaire investor Steve Cohen’s hedge fund, Point72 Asset Management, has disclosed a new stake in Bitcoin-focused treasury firm Strategy (MSTR).
Meanwhile, Point72 purchased 390,666 shares of MSTR, representing an investment valued at approximately $65 million.
