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Reading: Strategy Is Paying Investors Huge Yields to Keep Buying Bitcoin
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Strategy Is Paying Investors Huge Yields to Keep Buying Bitcoin

Michael Saylor’s playbook is simple: raise capital, buy Bitcoin, repeat.

Oscar Harding
Last updated: March 11, 2026 3:31 am
Oscar Harding
2 Min Read
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2 Min Read

Strategy is turning Wall Street yield into a massive Bitcoin accumulation engine

Strategy, the company formerly known as MicroStrategy, is pushing its Bitcoin accumulation strategy into overdrive  and it’s using high-yield financial engineering to do it. In just 68 days, the firm added 66,231 BTC, bringing its total holdings to roughly 738,731 Bitcoin, making it by far the largest corporate holder of the asset.

The twist is how the buying spree is being funded. Strategy has been issuing preferred shares and other securities offering yields around 10–11.5% to attract capital from investors. The money raised is then used to buy more Bitcoin, effectively turning the company into a giant leveraged Bitcoin accumulation machine.

This model works because Strategy’s stock has historically traded at a premium to the value of its Bitcoin holdings, allowing the company to raise capital by selling shares or preferred stock while expanding the BTC per share held on its balance sheet.

But the strategy comes with real risks. The company now faces hundreds of millions of dollars in annual dividend obligations tied to those high-yield securities, meaning the model relies heavily on continued investor demand and Bitcoin maintaining long-term strength.

Supporters see it as the ultimate corporate Bitcoin playbook using capital markets to accumulate a scarce digital asset faster than almost any other entity on Earth. Critics argue the entire system works only if Bitcoin keeps rising and investors remain willing to fund the strategy.

Either way, Strategy has transformed itself into something entirely new, not just a tech company, but effectively a Bitcoin treasury vehicle that uses Wall Street capital to relentlessly buy more BTC.

In this cycle, Michael Saylor’s playbook is simple  raise capital, buy Bitcoin, repeat. And so far, the market keeps funding the bet.

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ByOscar Harding
G'day I’m Oscar Harding, a Australia based crypto / web3 blogger / Summary writer and NFT artist. “Boomer in the blockchain.” I break down Web3 in plain English and make art in pencil, watercolour, Illustrator, AI, and animation. Off-chain: into  combat sports, gold panning, cycling and fishing. If I don’t know it, I’ll dig in research, verify, and ask. Here to learn, share, and help onboard the next wave.
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