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100% of Strategy’s convertible debt is now out-of-the-money

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100% of Strategy’s convertible debt is now out-of-the-money

As if the week for Strategy investors wasn’t already bad enough, their capital stack has hit another, new low. Unfortunately, 100% of the company’s convertible debt is now “out-of-the-money.”

With the firm’s 2030A convertible bond notes, the final holdout from last week, joining the other five series in reaching out-of-the-money territory, all six series now have a conversion price above the price of MSTR, Strategy’s common stock.

In plain English, it’s now worse for bondholders to convert into common stock rather than just keeping their bonds as bonds.

As a result, Strategy will need to continue servicing their coupons, and principal cash repayments.

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While all bondholders are out-of-the-money, in other words, these convertibles will not convert into MSTR and will, instead, continue to drag on the cash obligations of the company going forward.

These creditors will demand on-time interest payouts and principal repayment through June 2032, unless the price of MSTR starts to rally and sufficiently motivate them to exercise their convertible options. 

Strategy’s bonds pay interest coupons of 2.25%, 0.625%, and 0%, depending on their upcoming maturities. The company has $8.2 billion worth of notional debt outstanding.

Read more: Michael Saylor missed out on a $33 billion profit at Strategy

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Strategy must service its out-of-the-money debts

Bonds, in capital stack seniority, rank even higher than preferred shares in terms of the company’s cash obligations.

Unlike common stock at the bottom of the stack or preferred dividends which the company’s board of directors may suspend at any time, Strategy must service its debts unless it wants to default. 

Defaulting is normally a catastrophic decision from a financial perspective, risking downgrades by credit analysts, uncertainty in pricing listed securities, and possible legal action by the bondholders.

Whereas an in-the-money cushion above the company’s convertibles is widely viewed as a sign of financial strength, all convertibles issued by Strategy have punctured through that safety net.

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Sure, they helped the company raise money to buy bitcoin in the past, but now they have long-lasting consequences.

No longer able to convert them into MSTR — unless MSTR rallies substantially — founder Michael Saylor must continue to repay bonds with cash or drum up more demand for MSTR so that its price rallies above bondholders’ conversion price.

Conversion prices for Strategy bonds range from a low of $149.77 to a high of $672.40. 

Options traders coined the term out-of-the-money when “the money” simply meant the actual, realizable, current cash value of a position.

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Traders used out-of-the-money as a shorthand reference to having no immediate cash worth by exercising a right like an option or warrant.

An option whose strike, or conversion, price was already favorable relative to prevailing prices of the underlying was “in the money” because there was real money on the table.

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Alphabet (GOOG) Stock: Pentagon to Receive Gemini AI Agents for 3 Million Defense Personnel

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Key Highlights

  • Pentagon’s complete 3 million-person workforce will gain access to Google’s Gemini AI agents
  • Initial rollout targets unclassified systems, while discussions progress for classified network integration
  • Platform offers eight pre-configured agents designed for budget creation, meeting notes, and strategic planning
  • Defense Department users have generated 40 million prompts through Google’s AI interface since its December debut
  • Training completion remains limited to just 26,000 personnel despite significantly higher adoption rates

Google, owned by Alphabet, has initiated a comprehensive deployment of its Gemini AI agent technology throughout the United States Department of Defense, encompassing approximately three million personnel.


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Alphabet Inc., GOOGL

The initial phase focuses on unclassified network infrastructure, where the majority of Defense Department personnel operate daily. Emil Michael, serving as under secretary of defense for research and engineering, indicated this strategic starting point.

Michael revealed that negotiations with Google are currently active regarding expansion into classified and top-secret cloud computing environments.

Google Vice President Jim Kelly made the announcement public through a Tuesday blog entry. Defense personnel will have the capability to create customized AI agents through natural language commands, eliminating any programming requirements.

The platform launches with eight ready-to-deploy agents. These automated assistants handle functions including meeting documentation, financial planning, and verification of proposed initiatives against national defense objectives.

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Certain agents are designed to provide operational value, assisting with logistical planning and resource forecasting for military operations — capabilities available even on unclassified infrastructure.

Google’s conversational AI interface on the GenAI.mil website has been operational since December. During this period, 1.2 million Defense Department personnel have engaged with the system, generating 40 million distinct queries and submitting over four million documents.

The usage volume demonstrates significant adoption. The Gemini agent platform becomes accessible through this identical portal starting Tuesday.

Personnel Education Falls Short of Adoption Rates

A significant challenge exists. Just 26,000 Pentagon employees have completed formal instruction on appropriate AI utilization. Upcoming educational programs have reached capacity, a Pentagon representative confirmed.

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Michael emphasized the importance of proper training. “It saves you a lot of time in the middle, but you have to review at the end to make sure there’s no hallucinations,” he said.

Bridging the divide between actual usage and completed training represents a priority as the Defense Department expands agent availability.

Military Exercise Planning Sees Dramatic Efficiency Gains

The technology has already demonstrated measurable impact in operational settings. Kenneth Harvey, who directs the Mission Training Complex at Fort Bragg, explained that developing a military exercise scenario accommodating up to 50,000 simulated troops previously required his nine-member team six months.

Leveraging the AI platform, a comparable exercise for US Southern Command reached completion within six weeks.

Harvey emphasized that “human eyes vetted every word” throughout the process.

This latest initiative represents a significant expansion of collaboration between Google and the Pentagon, a relationship that has experienced turbulence. In 2018, thousands of Google staff members protested the corporation’s participation in Project Maven, an AI-powered drone surveillance initiative. Google declined to continue that contract.

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The technology company subsequently revised its policies regarding military contracts. Michael characterized Google as a “trusted” and “supportive” partner.

The Pentagon has simultaneously broadened its artificial intelligence partnerships. Recent agreements with OpenAI and Elon Musk’s xAI enable operations on restricted networks — developments that coincided with deteriorating relations with Anthropic.

The Department of Defense designated Anthropic a supply-chain security concern last week following the company’s objections regarding potential AI applications. Anthropic has responded by filing legal action against the government challenging this classification.

Prior to this conflict, Anthropic maintained exclusive status as the sole AI vendor with access to the Pentagon’s classified cloud infrastructure.

GOOG was trading at $308.84, up 0.81% on the day at the time of writing.

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Canaan Boosts Bitcoin, Ether Treasury as Miners Sell BTC

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Canaan Boosts Bitcoin, Ether Treasury as Miners Sell BTC

Bitcoin mining company Canaan increased its digital asset holdings to record levels in February, signaling a long-term accumulation strategy despite challenging market conditions for miners.

In its February unaudited mining update issued Tuesday, Canaan said it produced 86 Bitcoin (BTC) during the month, bringing its total holdings to 1,793 BTC, a new record for the company.

Canaan’s Ether (ETH) holdings also reached a record high of 3,952 ETH, with the combined value of its digital asset treasury totaling roughly $128 million at current prices.

The company’s Nasdaq-traded shares (CAN) were up 1% in late Tuesday morning trading. Sector-tracking exchange-traded fund CoinShares Bitcoin Mining ETF (WMGI) was up 2.5%.

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Chairman and CEO Nangeng Zhang said the company remains focused on a long-term strategy of building its digital asset reserves.

“We maintain a long-term perspective on building and managing our digital asset treasury,” Zhang said.

Canaan’s Bitcoin holdings over time. Source: BitcoinTreasuries.NET

Canaan also expanded its mining operations, with its installed hashrate reaching 14.75 exahashes per second (EH/s).

The update follows Canaan’s recent expansion in the United States. In February, the company acquired a 49% stake in three Bitcoin mining projects in West Texas for $39.75 million, a move aimed at increasing its North American mining capacity.

The Texas facilities are expected to boost Canaan’s presence in one of the world’s largest Bitcoin mining regions.

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Related: Bitcoin miner production data reveals scale of US winter storm disruption

Miners ramp up Bitcoin sales as margins tighten

Canaan’s update comes as Bitcoin miners increasingly sell portions of their reserves amid worsening market conditions.

The trend has accelerated since October, when the biggest crypto by market capitalization peaked around $126,000 before falling by more than half to the low-$60,000 range, squeezing mining profitability.

The downturn has compounded what some analysts describe as the harshest margin environment the sector has faced, with rising operational costs and lower BTC prices weighing on miners’ balance sheets.

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Data from TheEnergyMag’s Miners Weekly shows that publicly traded mining companies have sold more than 15,000 BTC since October. The total includes several large transactions, such as Cango’s February sale of 4,451 BTC and Core Scientific’s plan to sell up to 2,500 BTC this quarter.

Bitcoin miners have offloaded a growing share of their BTC holdings since October. Source: TheEnergyMag

The shift marks a departure from the trend seen earlier in 2025, when many miners adopted a de facto treasury strategy, choosing to retain a larger share of the Bitcoin they mined rather than selling it immediately.

Related: Bitcoin mining’s 2026 reckoning: AI pivots, margin pressure and a fight to survive