Investment Thesis

Strong — all assumptions holding Maintaining — minor concerns, thesis intact Weak — key assumptions under pressure Broken — critical assumption invalidated
Status BROKEN
Conviction 51 / 100
Time Horizon 3-5 years
Over a 3-5 year horizon, Strategy Inc will deliver consistent revenue growth and margin expansion, outperforming its peers, due to its strong competitive moat, recurring revenue model, and disciplined financial management.

Conviction History

Assumptions

Holding — assumption intact At Risk — evidence weakening Broken — assumption invalidated Critical — if broken, thesis fails
#1 CRITICAL HOLDING 84

Strategy Inc will achieve an average annual revenue growth rate of 12-15% over the next 3-5 years, driven by continued enterprise digital transformation and stable corporate IT budgets.

GROWTH 70% VOLUME 30%
#2 CRITICAL HOLDING 63

EBITDA margins will expand by 200-300 bps over the next 3-5 years, driven by premium pricing power on specialized analytics and workflow automation modules, and operating leverage on stable cloud infrastructure costs.

COGS 40% PRICING 60%
#3 BROKEN 13

Net Debt/EBITDA will remain below 1.0x over the next 3-5 years, supported by strong free cash flow generation and prudent capital allocation.

DEBT 100%
#4 HOLDING 70

Annual CAPEX will remain stable at 10-15% of revenue, primarily focused on R&D infrastructure and cloud computing resources to maintain product competitiveness.

CAPEX 100%
#5 CRITICAL BROKEN 20

No material governance issues or regulatory sanctions (e.g., significant GDPR/CCPA violations) will arise that impact operations or reputation.

GOING_CONCERN 100%

Recent Developments

Structural Tactical
DEBT TACTICAL Feb 21, 2026

Why Strategy Inc (MSTR) stock is up after-hours: its 10-K puts the bitcoin bet back in focus - Bez Kabli

Strategy Inc issued 11.25% resetting perpetual preferred shares to fund Bitcoin acquisitions, bringing total debt to $8.2B and BTC holdings to 717,131.

DEBT TACTICAL Feb 19, 2026

Strategy’s Bitcoin Accumulation Faces Scrutiny from Market Analysts - AD HOC NEWS

Purchased 2,486 Bitcoin for $168.4M, funded via 11.25% resetting perpetual preferred shares, bringing total holdings to 717,131 BTC.

DEBT TACTICAL Feb 18, 2026

Saylor’s Strategy Buys More Bitcoin Using Preferred Stock (1) - Bloomberg Law News

Purchased 2,486 Bitcoin for $170M, funded 46% via 'Stretch' perpetual preferred stock sold at a discount to face value.

DEBT TACTICAL Feb 17, 2026

Strategy Bitcoin Push Deepens With Stretch Financing And Mounting Risks - Yahoo Finance Singapore

Strategy Inc launched 11.25% resetting perpetual preferred shares to fund Bitcoin acquisitions, recording a $4.8B quarterly loss on existing holdings.

VOLUME STRUCTURAL Feb 14, 2026

MicroStrategy Shares Skyrocket Following Bitcoin Purchase and Revenue Beat - StocksToTrade

Strategy Inc reported Q4 revenue of $123M, beating estimates, but recorded a $4.8B quarterly loss on Bitcoin holdings while expanding debt to fund further purchases.

DEBT STRUCTURAL Feb 13, 2026

Strategy Inc (MSTR) stock slips as CEO pitches ‘Stretch’ preferred shares for Bitcoin funding - Bez Kabli

Strategy Inc launched 'Stretch' perpetual preferred shares with an 11.25% resetting dividend to fund Bitcoin acquisitions, shifting away from common equity issuance.

DEBT STRUCTURAL Feb 12, 2026

Strategy Bitcoin Bet Deepens As Losses Mount And Dilution Concerns Grow - simplywall.st

Strategy Inc issued 616,715 shares to fund a $90M Bitcoin purchase, bringing total holdings to 714,644 BTC despite $5.2B in unrealized losses.

DEBT STRUCTURAL Feb 11, 2026

MicroStrategy’s Bitcoin Bet: How Their Holdings Shape the Crypto World - Phemex

Strategy Inc reported a $4.8B unrealized loss on Bitcoin holdings and expanded its 'Digital Credit' preferred stock to fund additional purchases during a market sell-off.

DEBT STRUCTURAL Feb 09, 2026

Strategy Inc. Bitcoin Loss Deepens While Balance Sheet Bet Expands - simplywall.st

Strategy Inc incurred a historic quarterly loss driven by unrealized Bitcoin treasury losses and expanded its Digital Credit instrument to fund further purchases.

Investor Documents