MicroStrategy’s Bitcoin Buying Timeline: From 2020 to 2025
Jakarta, Pintu News – MicroStrategy, now renamed Strategy (STRC/MSTR), has made history as the public company with the largest Bitcoin (BTC) holdings. Under the leadership of Michael Saylor, the company has transformed from a software company to a symbol of Bitcoin investment.
According to Cointelegraph, on August 11, 2025, exactly five years after his first Bitcoin purchase, Strategy owned more than 628,900 BTC, with a value close to $76 billion, which represents about 3% of the total Bitcoin that will ever exist.
Here is a detailed timeline of Microstrategy’s Bitcoin purchases from 2020 – 2025!
2020: The Beginning
In 2020, MicroStrategy took its first steps into the cryptocurrency world by purchasing Bitcoin as a backup asset. This decision was made when the Bitcoin exchange rate was still highly volatile, but Saylor saw this as an opportunity to secure the company’s assets for the future.
With a clear vision and a bold strategy, MicroStrategy began using its cash funds to buy Bitcoin in a big way. By the end of 2020, the company had accumulated a significant amount of Bitcoin, setting a solid foundation for further expansion.
MicroStrategy’s boldness in adopting Bitcoin as its main asset caught the market’s attention and began to change the industry’s view of cryptocurrency as a long-term investment tool.
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2021-2022: Building on Volatility
During 2021 to 2022, MicroStrategy continued to add to its Bitcoin holdings despite facing high market volatility. The company not only used cash generated from its operations, but also applied innovative financial techniques to finance further purchases.
This includes the issuance of bonds and the use of derivatives to secure the purchase price. This strategy demonstrates MicroStrategy’s strong commitment to not only survive volatile market conditions but also to capitalize on every opportunity to increase Bitcoin holdings.
As a result, the company managed to solidify its position as a leader in corporate Bitcoin investment, even when many other players were hesitant.
Read also: Peter Thiel Invests in Ethereum-Based Crypto Companies Again, What’s the Strategy?
2023-2025: Acceleration and New Records
In 2023, when the crypto market began to recover, MicroStrategy took an aggressive step by accelerating Bitcoin purchases. With the recovery of Bitcoin price, the value of assets held by the company increased significantly, giving more confidence to investors and market analysts.
It also helps raise the company’s profile in the eyes of global investors as a pioneer in corporate treasury strategies. The years 2024 and 2025 mark a period of record purchases for the company, with total holdings exceeding 600,000 BTC.
This transformation not only transforms MicroStrategy but also provides a new example of how companies can manage their cash in the digital economy. The new name, Strategy, reflects the company’s renewed focus on bold and innovative investment strategies.
Conclusion

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Reference
- Finance Feeds. MicroStrategy Bitcoin Holdings Timeline 2020-2025. Accessed on August 14, 2025
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