Cointime

Download App
iOS & Android

MicroStrategy’s 21/21 Plan: Doubling Down on the Bitcoin Strategy

Cointime Official

From CoinShares Research Blog by Alexandre Schmidt

Authors: Alexandre Schmidt, CFA; Satish Patel, CFA

In August 2020, a relatively small and unknown business intelligence company made a bold move and decided to pump its entire treasury reserves into bitcoin. Four years and more than 250,000 bitcoin later, MicroStrategy has become the world’s largest single corporate holder of bitcoin with its market capitalisation rising 50 times, surpassing US$50 billion in October 2024. More impressively, MicroStrategy has been able to command an equity premium of nearly 200% over its bitcoin holdings (a new record), which, at current prices, has a market value of just under US$18 billion and a cost base of US$9.9 billion (average US$39,394 per bitcoin).

As a result of this strategy, MicroStrategy has effectively become a bitcoin holding company with its legacy software business as a side gig. However, the latter was crucial in allowing Michael Saylor, MicroStrategy’s CEO, to issue low cost debt and carry on with his bitcoin purchasing strategy. Using convertibles, MicroStrategy has amassed over US$4.2 billion with a weighted average coupon rate of 0.81%. In addition, MicroStrategy is able to generate cash out of its legacy software business to assist in servicing its debt, although recently its cash generating power has been dwindling. We have summarised MicroStrategy’s bitcoin investment case below:

  • MicroStrategy chose bitcoin as a reserve asset as it is broadly considered a commodity (as opposed to a security), avoiding regulatory limits on securities holdings for listed companies.
  • Bitcoin’s volatility increased the appeal of MicroStrategy’s convertible bonds to investors, enhancing demand and enabling issuance at low or zero coupon rates.
  • Leveraging debt against bitcoin holdings has allowed MicroStrategy to generate a valuation premium over bitcoin’s spot price.

More recently, in August 2024, MicroStrategy completed a 10-for-1 stock split, which reduced its share price from the thousands of dollars to the hundreds, meaning that it was accessible to a broader, more retail focused investor base. In their latest earnings report, released in October, the company announced its “21/21 Plan,” committing US$42 billion in capital over the next three years to purchase bitcoin, using an equal blend of debt and equity financing. This strategy aims to leverage their growing share premium to expand their bitcoin holdings.

While ambitious, this plan largely depends on a number of factors. First, MicroStrategy needs financing conditions to remain favourable, and necessitates demand for their convertible notes, which allow the company to acquire bitcoin without diluting shareholders and at a lower cost of capital. It is important to note that, in 2021, MicroStrategy was able to raise debt capital at zero-coupon convertibles, but coupon rates have been going up with new issues.

Second, MicroStrategy is tied to its bitcoin holdings. There is a significant risk that, if MicroStrategy chooses to dispose of some of its bitcoin, its market valuation premium may crumble, dismantling an essential pillar of its investment case. Bitcoin disposals may also trigger tax events, which can be significant, given the US$7.7 billion capital appreciation of its bitcoin holdings since the beginning of its bitcoin purchases. In addition, in the future the company may be liable to be taxed on the unrealised gains related to its bitcoin holdings.

Finally, MicroStrategy’s bitcoin business may have outgrown its software business, meaning that cash flows from the legacy operations may not suffice to service coupons, although the company may be able to address this by finding alternative uses for its mammoth bitcoin balance, and ‘putting it to work’, in the form of lending it or using derivatives on their holdings, to generate income and provide a future source of debt payment support.

Comments

All Comments

Recommended for you

  • ETH breaks through $2100

    market shows ETH breaking through $2100, currently at $2100.24, with a 24-hour increase of 7.65%. The market is highly volatile, please manage your risks accordingly.

  • BTC falls below $66,000

    the market shows BTC falling below 66,000 USD, currently at 65,996.42 USD, a 24-hour decline of 2.35%, with significant market fluctuations, please manage your risk properly.

  • YesGo Makes Its Public Debut: Joining Forces with Ecosystem and Industry Leaders to Usher in a New Era of On-Chain Native Commerce

    Hong Kong, February 11, 2026 – As one of the most visionary cross-sector dialogues held during Hong Kong Consensus Week, the YesGo Ecosystem Partner Meeting concluded successfully yesterday. This closed-door event, spearheaded by YesGo and co-hosted by Nexus Chain and compliant digital asset exchange CoinMy, brought together a select group of global ecosystem partners, industry KOLs, and media representatives.

  • The number of Americans filing for unemployment benefits last week was 227,000.

     initial jobless claims in the United States last week were 227,000, estimated at 224,000, previous value was 231,000.

  • BTC breaks through $68,000

     the market shows BTC breaking through $68,000, currently at $68,023.93, with a 24-hour decline of 1.36%. The market is highly volatile, please manage your risk accordingly.

  • [Consensus HK] ENI CEO Arion Ho: Decentralization is an Engineering Choice, Not a Slogan

    At the Consensus Hong Kong 2026 summit, ENI Founder and CEO Arion Ho joined the DeFi Lead at CoinDesk and executives from Paradigm and Blockdaemon to debate the future of DeFi decentralization. Ho delivered a sharp critique of the industry’s current trajectory, asserting that decentralization should never be about "slogan-style freedom," but is fundamentally a rigorous engineering choice.

  • Trump praised the non-farm payroll data and urged the Federal Reserve to cut interest rates to the "lowest in the world."

    US President Trump posted on social media, "Employment data is excellent, far exceeding expectations! The US should pay much less interest on borrowing costs (bonds!). We have once again become the world's number one power, and therefore deserve the lowest interest rates ever. This will bring at least one trillion dollars in interest savings annually — the budget will not only be balanced but will have a substantial surplus. Wow! The golden age of America has arrived!!!"

  • BTC falls below $67,000

    the market shows BTC falling below $67,000, currently at $66,991.58, with a 24-hour decline of 3.41%. The market is highly volatile, please manage your risk accordingly.

  • BTC falls below $69,000

     the market shows BTC fell below 69,000 USD, currently at 68,996.18 USD, with a 24-hour decline of 2.21%. The market is highly volatile, please manage your risk accordingly.

  • BTC falls below $70,000

     the market shows BTC falling below $70,000, currently at $69,990, with a 24-hour decline of 1.04%. The market is highly volatile, please manage your risk accordingly.