Over the years, Strategy has cemented its position as a major player in the cryptocurrency ecosystem, holding an impressive $63 billion in Bitcoin as of early 2026. The company, spearheaded by Michael Saylor, demonstrates an aggressive buy-and-hold policy that has reshaped how publicly traded firms view digital assets.
The History of Strategy’s Bitcoin Investment
Strategy, originally a software company, transitioned into a Bitcoin treasury powerhouse. Their foray into Bitcoin started as an attempt to maximize shareholder value and hedge against inflation. What seemed like a risky venture turned into a groundbreaking move, influencing more traditional firms to invest in crypto. Since then, Strategy has amassed 712,647 BTC, which represents nearly 3.4% of Bitcoin’s fixed supply of 21 million coins.
With Bitcoin surging past $88,000, Strategy’s investments are proving lucrative. However, Michael Saylor maintains the mantra of “buying the top forever,” even as the company’s average acquisition cost has climbed to $76,000 per coin.
Breaking Down Strategy’s Largest Bitcoin Purchases
Below are seven of Strategy’s most significant Bitcoin acquisitions:
1. November 2024 – Largest Bitcoin Buy
In November 2024, Strategy made its largest-ever purchase of 55,500 BTC for $5.4 billion. Despite a brief market dip, this bold move reinforced their dominance in crypto investments.
2. Early November 2024 – $4.6 Billion Purchase
Just weeks prior, Strategy acquired 52,123 Bitcoin for $4.6 billion at an average price of $88,627. This move drove its total holdings to 331,200 BTC.
3. December 2020 – $650 Million During the Bull Run
During the 2020 Bitcoin bull market, Strategy purchased 29,645 BTC for $650 million at an average price of $21,925, marking the beginning of their aggressive accumulation strategy.
4. Post-Election 2024 – $2 Billion Buy
Following the U.S. presidential election, Strategy spent $2.03 billion on 27,200 BTC, driving Bitcoin prices upward by more than 10% in a single day.
5. Early 2026 – $95,284 Per Bitcoin
In January 2026, Strategy purchased 22,305 BTC for $2.1 billion. This marked one of their most expensive purchases at $95,284 per Bitcoin.
6. February 2025 – $1.92 Billion Investment
During a period of market uncertainty, Strategy added 22,048 BTC to its treasury, spending $1.92 billion. Their holdings exceeded 528,000 BTC at the time.
7. Late 2025 – Near All-Time High Price
Strategy’s seventh-largest acquisition involved purchasing 21,000 BTC at an average cost of $98,783, emphasizing their aggressive “buy and hold” philosophy despite market fluctuations.
How Strategy Shaped Bitcoin Adoption
Michael Saylor’s leadership and Strategy’s unwavering faith in Bitcoin have accelerated crypto adoption within global financial markets. Their purchases not only helped stabilize Bitcoin prices during downturns but also inspired other institutional investors to include Bitcoin in their portfolios.
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The Future of Bitcoin and Institutional Investment
As institutional interest in Bitcoin continues to grow, companies like Strategy are setting a precedent for leveraging cryptocurrencies as a long-term investment vehicle. With a $63 billion treasury and counting, Strategy’s journey is a testament to the potential of cryptocurrency to redefine financial strategies and modern investment paradigms.