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Strategy Inc MSTR

Three-pass checked

At $119.25 Strategy trades at 0.84x the bitcoin it owns net of debt and preferred, so a dollar of stock buys roughly $1.19 of bitcoin.

The preferred dividends now run about $1.6B a year against $477M of software revenue, and that ratio is what the discount is pricing.

Key data

Price, 2026-08-21$119.25
Market capitalization$39.4B
Bitcoin held at 2026-06-30, derivedabout 851,000 coins, $65.7B at $77,159
Total debt and preferred carrying value$6.8B debt, $14.4B preferred
Net asset value to common$46.9B
Market value to net asset value0.84x
Bitcoin per share, June quarter0.002479, up 9.3%
Drawdown from 52-week high67.3%, against bitcoin's 38.9%

MSTR · price with moving averages

Daily · 6MWeekly · 3Y
$-1$116$233$350$467 Oct '23May '24Dec '24Jul '25Feb '26Oct '26 Bid Cap
EMAs82140

Source: market data.

The business

Strategy has two identities. The visible one is an enterprise analytics software business doing about $477M of annual revenue at roughly breakeven operating income, sold to corporate technology buyers, paid for through licences and support, and flat for a decade. The real one is a leveraged bitcoin holding vehicle: it issues common stock, convertible debt, and a growing stack of perpetual preferred to capital markets investors, then converts the proceeds into coins and holds them.

The economic engine is the issuance spread, not the software. When securities are sold above the value of the bitcoin they buy, bitcoin per share rises and existing holders get richer without bitcoin moving at all. That ran forward for years at a two to three times premium and funded roughly 851,000 coins. At 0.84x it runs backward, because every share sold below net asset value hands current holders less bitcoin per share rather than more.

Business read. A bitcoin balance sheet with a financing overlay, attached to a software business funding none of it.

Things you might not know

Strategy reported losses of $12.5B in the March quarter and $8.2B in the June quarter, about $20.8B in six months, on diluted losses of $38.25 and $24.07 per share. Those figures are entirely bitcoin fair-value marks under the accounting adopted in 2025. They describe the coin price, and nothing about operations.

Debt is only $6.8B against $65.7B of bitcoin, roughly 10% loan to value, and the $14.4B standing ahead of common is perpetual preferred with no maturity date and no covenant that forces a sale. Those dividends can be deferred far more readily than debt can be defaulted, so the stress path runs through the preferred first.

Bitcoin sits 38.9% below its high while the stock sits 67.3% below its own, roughly 1.7 times the move. Holders lost the asset value and the premium in the same drawdown, which is this structure's leverage functioning exactly as designed, in the direction nobody underwrote it for.

Fundamentals

MeasureQoQYoY
Bitcoin held, derived+12.4%not disclosed
Bitcoin per share+9.3%not disclosed
Net asset value per share, quarter-end basis-17.5%not disclosed
Preferred dividend accrual+74.3%not disclosed
Diluted shares outstanding+2.8%not disclosed

Two lines moved in opposite directions and both are true. Management added 9.3% more bitcoin per share in the June quarter, and net asset value per share still fell 17.5%, from $109.65 to $90.42, because bitcoin dropped 14.2% and the preferred claim ahead of common grew by $5.46B. The source run covers two quarters, so year-over-year comparisons are a genuine gap.

Valuation

MetricCompanyPeer median
Market value to net asset value0.84xnot disclosed
Market capitalization to bitcoin held0.60xnot disclosed
Market capitalization to software revenue82.6xnot disclosed
Bitcoin per share growth, June quarter+9.3%not disclosed
Preferred dividends to software revenue3.3xnot disclosed

Same-basis peers would be Metaplanet, Semler Scientific, Twenty One Capital, and Marathon Digital.

Every line here is a ratio to the balance sheet rather than to earnings, because the earnings are bitcoin marks. The market pays $39.4B for a $46.9B residual claim. No peer figures were pulled in this run, so the peer column is left empty rather than guessed.

Management

MeasureRecord
Capital allocationBought about 94,000 bitcoin in the June 2026 quarter, funded largely by $5.46B of new preferred; preferred stack rose from $8.98B to $14.44B in six months; no bitcoin sold
Diluted shares294.0M at Dec 2025, 333.9M at Mar 2026, 343.3M at Jun 2026, up 16.8% in two quarters
Insider activity (12mo)Saylor held 19,616,680 Class B shares, 99.9% of the class and 37.6% of voting power, at 2026-04-01 (2026 DEF 14A). CEO Phong Le was a net seller in the six months to June 2026: 16 sales totalling 99,071 shares against 4 purchases of 2,576 shares, per Form 4 filings. Full 12-month insider aggregate not pulled

Compensation

HorizonGoalsOutcome
Annual cash, FY2025Not disclosed in the proxy sections retrievedCEO base salary $1.10M, FY2025 total compensation $13.78M including $8.80M of stock awards and $275.88K other; bonus metric and payout percentage not disclosed
Latest completed long-term awardNot disclosed in the proxy sections retrieved190,740 performance stock units vested and converted to Class A common on 2026-06-03, with shares sold afterward for tax withholding

The linchpins

Win big if

Bitcoin appreciates meaningfully from $77,159 and the 16% discount closes at the same time, paying holders twice, once on the coins and once on the gap. The first observable proof is the September quarter showing bitcoin per share still rising while at-the-market common issuance below net asset value pauses, or turns into repurchase, which would demonstrate the discount is being managed rather than harvested. The confirming signal is preferred issuance flattening while the annualized $1.6B obligation holds near where it sits and net asset value coverage over the preferred widens.

Surprised down if

Bitcoin drifts sideways or breaks lower while the preferred stack keeps growing, and the machine grinds common holders down through issuance below net asset value that the coupon makes hard to stop. The first observable proof is the September quarter showing bitcoin per share falling for the first time, reversing the 9.3% gain. The confirming signal is the preferred stack passing $18B, a deferred preferred dividend, or bitcoin breaking its 52-week low of $57,748, which would leave roughly $27B of net asset value standing against $14.4B of preferred.

Last word

You pay $0.84 for a dollar of bitcoin; the missing 16 cents is the queue behind $14.4B of preferred.

Methodology

Compressed from the Back of Napkin on Strategy Inc (MSTR) dated 2026-08-22, which sources financials from the Form 10-Q filed 2026-08-03 (quarter ended 2026-06-30), the Form 10-Q filed 2026-05-06, and the Form 10-K filed 2026-02-19, with bitcoin prices from a market data vendor. Coin count, bitcoin per share, net asset value, and the 0.84x ratio are derivations in that source from as-filed carrying values and dated bitcoin prices; the coin count is a floor because purchases after 2026-06-30 are unknown. Preferred is taken at carrying value. Management and compensation fields were absent from the source and were filled from Strategy's 2026 DEF 14A (filed 2026-04-28) and Form 4 filings; sec.gov blocked direct retrieval in this run, so the proxy figures were read through secondary summaries of that filing and the compensation goals and payout outcomes could not be verified line by line. Not investment advice.

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