Strategy and Strive Add 1,065 Bitcoin as BTC Dips Below Saylor's Average Purchase Price

Michael Saylor's firm, now called Strategy, purchased 1,036 Bitcoin (BTC) over the past week, bringing its total holdings to 850,364 coins. Strive added another 29 BTC during the same period, even as the cryptocurrency slipped below Strategy's average acquisition cost of $75,456.

With Bitcoin trading near $74,876, the overall position is roughly $490 million below the $64.16 billion Strategy paid. According to its latest filing, the company spent more on buying back its dividend stock than on Bitcoin, with MSTR shareholders covering both moves through the issuance of 2 million new shares.

Where Did Strategy's $283.8 Million Go?

According to Strategy's filing with the Securities and Exchange Commission (SEC), the company sold 2,051,348 MSTR shares between Nov. 2 and Nov. 8, raising $283.8 million.

Of that total, $81.9 million went toward Bitcoin, buying 1,036 BTC at an average price of $79,012 each — above where the coin currently trades.

The larger portion, $188.3 million, was used to repurchase about 1.89 million shares of STRC. Known as Stretch, STRC is Strategy's preferred stock, which pays a monthly dividend and is designed to trade near $100.

The buyback came to roughly $99.77 per share. STRC last closed at $99.84 according to Yahoo Finance, just below the $100 level it reclaimed last week.

The filing shows no new STRC shares were sold during that week. Instead, common shareholders absorbed the cost. MSTR last closed at $128.93, down about 22% from $164.55 a month earlier.

Saylor still has room to continue selling. The filing indicates Strategy has $18.34 billion of MSTR stock remaining under its at-the-market (ATM) program, which gradually feeds shares into the market.

Strategy has acquired 1,036 $BTC and repurchased $188M of $STRC. As of 11/8/26, we hold 850,364 BTC and $4.9B of USD Assets. $MSTRhttps://t.co/dNzTPPjday

— Strategy (@Strategy) November 9, 2026

How Deep Is the Bitcoin Loss, and Has Strategy Been Here Before?

Based on BeInCrypto calculations using the filing and CoinGecko data, the Bitcoin holdings are roughly $490 million below cost at the current price. The loss would reach $1 billion near $74,270.

On Oct. 5, BTC closed above $86,000. At that level and with today's holdings and cost, the position would have shown a paper gain of approximately $9.4 billion.

Strategy has faced a larger deficit this year. In August, its treasury was $4.69 billion underwater when BTC was near $69,800. Bitcoin later recovered above its cost.

The company also maintains a buffer. Its $4.77 billion USD Reserve is cash set aside for preferred dividends and debt interest. Strategy drew $21.1 million from it last week.

Strive Buys at $75,721 as Both Treasuries Lean on Stock Sales

Strive (ASST), the Nasdaq-listed Bitcoin treasury firm co-founded by Vivek Ramaswamy, added 29 BTC for $2.2 million, the company announced. Its total holdings rose to 43,153 coins.

Strive acquired 29 $BTC for $2.2M at an average cost of $75,721 per bitcoin, bringing total holdings to ₿43,153.$ASST $SATA $SATS pic.twitter.com/AF7767LBQb

— Matt Cole (@ColeMacro) November 9, 2026

Strive paid an average of $75,721 per coin. That price also sits above Monday's market level.

Both companies fund their purchases by selling their own securities. As BeInCrypto reported last week, that approach has been reducing Strategy's Bitcoin per share while Strive's per-share holdings increased.

Strategy also has $560.3 million remaining in its preferred buyback plan. Next Monday's filing will show whether Saylor continues selling MSTR to fund both activities if STRC stays below $100 and BTC remains below $75,456.