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Saylor Won’t Stop Buying Bitcoin — What Does He See That Others Don’t?

Saylor Won’t Stop Buying Bitcoin — What Does He See That Others Don’t?

Wall Street-sized money eyeing a 21 million–cap asset while one company keeps vacuuming up supply — that’s the setup traders cannot ignore. Strategy (the company formerly known as MicroStrategy) now holds an estimated 640,031 BTC, and its steady, debt-fueled purchases are colliding with a market where illiquid supply dominates. Whether you trade spot, futures, or equities, understanding this playbook can help you anticipate liquidity crunches, volatility bursts, and narrative-driven momentum.

What’s happening

Strategy has accumulated about 3% of all Bitcoin, worth over $73B, at an average cost near $73,983 per BTC. The firm continually converts capital raises into BTC, adding even during rallies — most recently ~196 BTC in September 2025 at ~$113,048. Saylor’s thesis: Bitcoin is a non-dilutable reserve and a hedge against fiat debasement poised to benefit if institutions allocate even a modest share of their assets.

Why this matters to traders

The core dynamic is a growing bid chasing a shrinking float. Estimates suggest 72%+ of circulating BTC is illiquid, with millions presumed lost and long-term holders reluctant to sell. Inflows from pensions, insurers, and asset managers — even at 10% of their assets — could mechanically push price higher due to constrained supply. This backdrop increases odds of sharp upside repricings, violent squeezes, and basis dislocations, especially around funding-heavy headlines and major macro catalysts.

How Strategy keeps buying BTC

Strategy’s purchases are primarily financed through:

For markets, this creates a recurring, semi-predictable bid for BTC — and equity issuance that can influence Strategy’s stock dynamics.

Key risks to price and positioning

Regulatory/accounting shifts could alter corporate incentives to hold BTC. Strategy’s approach resembles a leveraged BTC vehicle; equity holders face dilution. The million-dollar thesis depends on actual institutional allocation, not just narratives. Volatility remains a feature, not a bug.

Actionable trading ideas

What to watch next

In a market where deliberate, repeatable demand meets structurally limited supply, traders who map the financing cycle, monitor illiquidity, and prepare for repricing events will have the edge. If you don't want to miss any crypto news, follow my account on X.

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