Oracle's $300 Billion AI Gamble Triggers Wall Street Alarm as Debt Concerns Mount

Reviewed byNidhi Govil

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Oracle's aggressive debt-financed pivot to AI infrastructure through massive deals with OpenAI has spooked investors, causing a 25% stock decline and raising credit risk concerns despite the company's bullish revenue projections.

Oracle's Dramatic AI Pivot Sparks Market Turbulence

Oracle Corporation has experienced significant market volatility following its aggressive entry into the artificial intelligence infrastructure sector, with shares declining 25% over the past month as investors express concern over the company's debt-financed strategy

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. The tech giant's bold pivot represents a fundamental shift from its traditional enterprise software business model to become a major player in AI computing infrastructure, primarily through partnerships with OpenAI.

Source: Benzinga

Source: Benzinga

Massive Financial Commitments and Market Response

The company has committed to spending hundreds of billions of dollars in the coming years on chips and data centers, largely as part of deals to supply computing capacity to OpenAI, the maker of ChatGPT

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. Oracle announced a $300 billion deal with OpenAI in September, projecting revenue generation between 2027 and 2032

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Source: Financial Times News

Source: Financial Times News

However, the market's reaction has been severe. Since the September announcement, Oracle has shed approximately $374 billion in market value, with the stock decline nearly twice that of the next worst-performing hyperscaler, Meta

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. This downturn has effectively erased the gains Oracle accumulated after initially announcing its OpenAI partnerships.

Debt Financing Concerns

Oracle's financing strategy has particularly unnerved investors. The company currently holds about $96 billion in long-term debt, up from $75 billion a year ago, with Morgan Stanley forecasting this will soar to approximately $290 billion by 2028

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. The company sold $18 billion in bonds in September and is reportedly in talks to raise an additional $38 billion in debt financing through various US banks

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This aggressive borrowing strategy has set Oracle apart from its hyperscaler competitors. Among the five major hyperscalers—Amazon, Google, Microsoft, Meta, and Oracle—Oracle is the only one with negative free cash flow

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. Its debt-to-equity ratio has surged to 500%, significantly higher than Amazon's 50% and Microsoft's 30%

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Credit Risk Indicators Flash Warning

Credit markets are showing signs of stress regarding Oracle's financial position. The company's credit default swap (CDS) prices have reached three-year highs, indicating increased investor concern about potential default risk

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. Barclays analysts downgraded their rating of Oracle's debt from market neutral to underweight, warning that large AI infrastructure expenses had outpaced the company's free cash flow

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Credit rating agencies have also raised red flags. Moody's highlighted significant risks due to Oracle's reliance on a small number of AI companies, while S&P Global warned that a third of Oracle's revenues will be tied to a single customer by 2028, referring to its dependence on OpenAI

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Strategic Risks and Market Skepticism

Analysts have expressed concern about Oracle's business model transformation. "This is a completely different business model to what investors prize in cloud services," noted Alex Haissl at Rothschild & Co Redburn. "The deals look fantastic when you look at the revenue figures, but they are very capital-intensive so create very little value"

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The company's infrastructure business is forecast to increase revenues by more than 10 times by 2029, with Oracle targeting cloud computing revenue of $166 billion by 2030

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. However, this ambitious growth plan requires sustained capital expenditure of approximately $80 billion annually by 2029, with cash flow projected to remain negative for five consecutive years

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