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Strategy Cuts Debt by $1.5B as Bitcoin Treasury Moves Continue
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Strategy Cuts Debt by $1.5B as Bitcoin Treasury Moves Continue

Michael Saylor’s Strategy has repurchased $1.5 billion worth of its 0% convertible senior notes due in 2029 for $1.38 billion in cash, securing an 8% discount to par value. The buyback reduces outstanding convertible debt from $8.2 billion to $6.7 billion, significantly lowering future repayment pressure.

Tristan R.
By Tristan R.

Senior Author · May 26, 2026

2 min
Key takeaways
Michael Saylor’s Strategy has repurchased $1.5 billion worth of its 0% convertible senior notes due in 2029 for $1.38 billion in cash, securing an 8% discount to par value.
The buyback reduces outstanding convertible debt from $8.2 billion to $6.7 billion, significantly lowering future repayment pressure.
The company said the repurchase was funded using internal cash reserves, marking a clear move to strengthen its balance sheet while continuing its Bitcoin focused strategy.

Michael Saylor’s Strategy has repurchased $1.5 billion worth of its 0% convertible senior notes due in 2029 for $1.38 billion in cash, securing an 8% discount to par value. The buyback reduces outstanding convertible debt from $8.2 billion to $6.7 billion, significantly lowering future repayment pressure.

The company said the repurchase was funded using internal cash reserves, marking a clear move to strengthen its balance sheet while continuing its Bitcoin focused strategy.

Strategy announces $1.5 billion outstanding note buyback.

Balance Sheet Strengthened With Lower Debt Exposure

Alongside the debt reduction, Strategy reported $15.5 billion in outstanding preferred stock and a USD reserve of $871 million. The company noted that reducing convertible notes helps lower long-term financial risk and improves capital structure flexibility.

Market observers said the move reduces concerns around a potential “repayment wall” tied to 2028–2029 obligations, which had been viewed as a key risk for investors.

Bitcoin Buying Pauses After Major Acquisition

The update came after Strategy did not announce a new Bitcoin purchase this week, following a $2.01 billion acquisition of 24,869 BTC earlier in May. Meanwhile, smaller Bitcoin treasury firms collectively bought about 602.6 BTC during the same period.

MDTR daily price chart

Despite the debt reduction, Strategy shares fell around 3% in pre-market trading, extending recent weakness in both the company’s stock and Bitcoin over the past month.

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Disclaimer

This content is for informational purposes only and does not constitute financial, investment, or legal advice. Cryptocurrency trading involves risk and may result in financial loss.

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About the author

Tristan R.
Tristan R.

8+ years covering crypto markets, macro, and geopolitics. Previously at Decrypt and CoinDesk. Focused on the intersection of digital assets and traditional finance.