Michael Saylor, the visionary executive chairman of MicroStrategy, has become one of the most influential figures in the Bitcoin investment space. Since 2020, his strategic decision to allocate company capital toward Bitcoin has transformed MicroStrategy into the largest publicly traded corporate holder of BTC. This article offers a comprehensive and up-to-date analysis of Michael Saylor’s Bitcoin portfolio, tracking key metrics such as purchase dates, Bitcoin acquisition volume, price points, investment costs, current valuations, and unrealized gains.
By examining over two years of disclosed transactions—from August 2020 to June 2025—this tracker provides investors and crypto enthusiasts with valuable insights into long-term Bitcoin accumulation strategies, dollar-cost averaging (DCA), and the financial performance of a high-conviction digital asset play.
Bitcoin Accumulation Timeline: Key Transactions
MicroStrategy’s Bitcoin buying spree began in August 2020, when the company purchased its first $250 million worth of BTC at an average price of **$11,652 per coin**. Since then, the firm has executed over 60 public filings disclosing additional purchases, occasional sales, and treasury updates. Below is a chronological summary of pivotal moments in the company's BTC strategy.
Early Strategic Bets (2020–2021)
In late 2020, amid global economic uncertainty and rising inflation concerns, MicroStrategy doubled down on Bitcoin as a long-term treasury reserve asset. Notable early moves include:
- December 4, 2020: Acquired $50 million worth of BTC at ~$19,427/coin.
- December 21, 2020: Massive $650 million purchase at ~$21,925/coin, significantly expanding holdings.
- February 24, 2021: One of the largest single acquisitions—over $1 billion in BTC at ~$52,765/coin.
These early investments laid the foundation for exponential growth in unrealized gains as Bitcoin surged past $60,000 by April 2021.
👉 Discover how top executives are reshaping corporate finance through strategic Bitcoin investments.
Market Volatility & Continued Conviction (2022–2023)
Despite a brutal bear market in 2022, Saylor maintained a bullish stance. Even during Bitcoin’s drop below $17,000 in December 2022, MicroStrategy continued accumulating:
- December 24, 2022: Bought BTC at ~$16,845 after a sharp correction.
- March 23, 2023: Purchased $150 million in BTC at ~$23,238—well below prior highs.
- June 28, 2023: Added $347 million worth at ~$28,136—seizing opportunity in the downturn.
This period demonstrated Saylor’s adherence to a disciplined DCA strategy regardless of short-term volatility.
Bullish Rebound and Aggressive Expansion (2024–2025)
As confidence returned to markets in 2024, MicroStrategy ramped up its buying pace:
- September 13, 2024: Acquired $1.11 billion in BTC at ~$60,408.
- November 18, 2024: Massive $4.6 billion purchase at ~$88,627.
- November 25, 2024: Another $5.4 billion buy-in at ~$97,862—showing strong conviction near all-time highs.
By mid-2025, MicroStrategy had solidified its position as a dominant institutional player in the Bitcoin ecosystem.
Portfolio Performance Overview
As of June 30, 2025, MicroStrategy’s Bitcoin portfolio reflects remarkable growth:
- Total BTC Held: ₿597,325
- Total Investment Cost: $42.41 billion
- Current Portfolio Value: $65.11 billion
- Unrealized Gain: $22.7 billion (+53.51%)
The average cost basis stands at $71,003 per BTC, significantly lower than peak market prices seen in late 2024 and early 2025.
Dollar-Cost Averaging Success
Saylor’s approach exemplifies the power of consistent accumulation:
| Period | Avg Price | BTC Purchased | Investment |
|---|---|---|---|
| 2020–2021 | ~$35K | ~90K | ~$3.1B |
| 2022–2023 | ~$30K | ~180K | ~$5.4B |
| 2024–2025 | ~$85K | ~327K | ~$33.9B |
This tiered strategy allowed the company to benefit from both low-entry points during bear markets and scale efficiently during bull runs.
👉 Learn how dollar-cost averaging can supercharge your crypto portfolio like institutional leaders do.
Frequently Asked Questions (FAQ)
Why does MicroStrategy buy so much Bitcoin?
MicroStrategy views Bitcoin as a superior store of value compared to cash or traditional assets. With persistent inflation and negative real yields on fiat reserves, CEO Michael Saylor argues that BTC offers better long-term preservation of corporate capital.
Has MicroStrategy ever sold Bitcoin?
Yes—but only once. In December 2022, the company sold 704 BTC for $11.8 million, likely to manage liquidity or tax obligations. However, this was quickly followed by renewed buying activity.
What is MicroStrategy’s current Bitcoin strategy?
The company continues to prioritize Bitcoin as its primary treasury asset. While large-scale debt-financed purchases have slowed since mid-2025, MicroStrategy remains committed to holding and potentially growing its BTC reserves over time.
How does Bitcoin impact MicroStrategy’s stock price?
There is a strong correlation between MSTR stock performance and Bitcoin price movements. Investors often treat MSTR as a leveraged proxy for BTC exposure due to its concentrated holdings and minimal non-Bitcoin operations.
Where can I verify these transactions?
All official disclosures are filed with the U.S. Securities and Exchange Commission (SEC) under Form 8-K or Form 10-Q. These documents detail purchase amounts, dates, and average prices paid.
Is Michael Saylor still leading this strategy?
Yes. Although he stepped down as CEO in August 2023, Saylor remains Executive Chairman and chief architect of the company’s Bitcoin strategy.
Strategic Implications for Investors
Saylor’s bold pivot away from traditional financial assets toward Bitcoin has sparked a broader trend among corporations exploring digital asset treasuries. Companies like Tesla and Square have followed suit—at least temporarily—validating the idea that Bitcoin can serve as institutional-grade hard money.
For individual investors, the key takeaway is clear: consistency and conviction matter more than timing. By adhering to a strict accumulation plan across market cycles, MicroStrategy achieved substantial wealth preservation and growth—even amid extreme volatility.
👉 See how you can start building a resilient digital asset portfolio today.
Conclusion
Michael Saylor’s leadership has redefined what it means for a public company to embrace cryptocurrency. His data-driven, long-term approach to Bitcoin investment serves as a blueprint for both institutional and retail investors navigating uncertain macroeconomic landscapes.
With over 597,000 BTC held and a proven track record of strategic buying, MicroStrategy remains a bellwether for Bitcoin adoption in mainstream finance. As regulatory clarity improves and financial infrastructure evolves, Saylor’s vision may well influence how future generations think about value storage and corporate treasury management.
Core Keywords: Michael Saylor, MicroStrategy Bitcoin portfolio, Bitcoin accumulation strategy, dollar-cost averaging Bitcoin, corporate Bitcoin holdings, BTC investment tracker, institutional crypto adoption