Is Oracle’s Debt Simply Too Much to Justify the Risk?

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By Rich Duprey Published

Quick Read

  • Oracle carries a $638 billion AI backlog but funds expansion through debt, unlike cash-rich rivals Microsoft, Amazon, and Alphabet.

  • More than half of Oracle's backlog ties to OpenAI alone, creating dangerous customer concentration that justifies its discount to peers.

  • Down 57% from its 52-week high, Oracle trades at 13.6x forward earnings. That looks cheap if its massive backlog converts to recurring revenue.

  • Act now: the analyst who called NVIDIA in 2010 just named his top 10 AI stocks — and Oracle didn't make the cut. Grab the names FREE today.

Is Oracle’s Debt Simply Too Much to Justify the Risk?

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Artificial intelligence has created an unusual investing environment. Companies willing to spend hundreds of billions of dollars building data centers are being rewarded with enormous growth expectations, while those sitting on the sidelines risk falling behind. The challenge is that AI infrastructure is expensive, and not every company has the balance sheet of Microsoft (NASDAQ:MSFT | MSFT Price Prediction), Alphabet (NASDAQ:GOOG), Amazon (NASDAQ:AMZN), or Meta Platforms (NASDAQ:META). 

Oracle (NYSE: ORCL) is trying to join that elite club by borrowing aggressively to finance its cloud expansion. After its worst one-week stock performance in roughly 25 years, investors are beginning to ask whether the market is finally pricing in the risks as much as the opportunity.

Oracle’s AI Growth Story Is Unlike Anyone Else

Oracle’s cloud infrastructure business (OCI) has become one of the fastest-growing AI platforms, driven by demand for GPU clusters and large language model training. According to Oracle’s latest earnings release, the company now has an AI-related backlog of approximately $638 billion, one of the largest in the cloud industry.

Revenue estimates illustrate why investors have been excited.

Fiscal Year Revenue Estimate Growth
2026 $89.9 billion 33%
2027 $128.6 billion 43%
2028 $184.7 billion 44%
2029 $206.2 billion 12%
2030 $230.5 billion 11%

Earnings are expected to follow a similar trajectory.

Fiscal Year EPS Estimate Growth
2026 $8.09 5%
2027 $11.01 36%
2028 $15.57 42%
2029 $19.71 27%
2030 $22.27 13%

Those numbers explain why Oracle has been willing to take on substantial debt to expand capacity. Management is effectively betting today’s borrowing costs against years of future AI demand.

The problem is that this isn’t the same business model employed by hyperscalers. Microsoft, Amazon, Alphabet, and Meta generate tens of billions of dollars annually in free cash flow that can help fund expansion internally. Oracle must rely much more heavily on debt markets.

The Biggest Risk Isn’t the Debt

Borrowing itself isn’t necessarily dangerous if the assets produce predictable cash flow. Utilities have operated that way for decades. Oracle’s challenge is concentration.

More than half of its AI backlog is tied to OpenAI. That makes Oracle’s investment case dependent not simply on AI demand remaining strong, but on one customer continuing to honor commitments over many years.

Granted, OpenAI remains one of the fastest-growing AI companies in the world. But customer concentration always deserves a discount because investors lose diversification. If OpenAI’s infrastructure needs change, develops more internal capacity, or shifts workloads elsewhere, Oracle’s return on those massive data center investments becomes less certain.

That’s the risk investors appear to be repricing today.

Is the Market Already Discounting the Risk?

With Oracle stock down 57% from its 52-week high — and nearly 24% year-to-date — the sell-off has compressed the stock to roughly 14 times forward earnings and less than 15 times projected 2028 EPS. Those valuation multiples look inexpensive for a company expected to grow revenue more than 40% annually through fiscal 2028.

Here’s how Oracle stacks up against the competition:

Company Primary AI Driver Balance Sheet Advantage Forward P/E
Microsoft Azure Massive free cash flow 19.2x
Alphabet Google Cloud Net cash position 22.8x
Amazon AWS Strong operating cash flow 23.1x
Meta Platforms Llama Strong liquidity 15.7x
Oracle OCI Debt-funded expansion 13.6x

The discount exists for a reason. Oracle is financing growth differently than its larger competitors, and investors are demanding compensation for that added risk.

Key Takeaway

In short, Oracle no longer looks expensive. At roughly 14 times forward earnings, much of the financing risk appears reflected in the share price. If Oracle converts even a large portion of its $638 billion backlog into recurring cloud revenue, today’s valuation could prove unusually attractive.

That said, this is no longer a straightforward AI infrastructure story. It has become a wager that OpenAI continues expanding aggressively and fulfills the commitments underpinning much of Oracle’s future growth. Until Oracle broadens that customer base, the stock probably deserves to trade at a discount to its hyperscale peers.

For long-term investors comfortable with customer concentration risk, today’s valuation offers an appealing entry point. For more conservative investors, waiting for evidence that Oracle can diversify its backlog beyond OpenAI may be the more prudent path.

Photo of Rich Duprey
About the Author Rich Duprey →

After two decades of patrolling the dark corners of suburbia as a police officer, Rich Duprey hung up his badge and gun to begin writing full time about stocks and investing. For the past 20 years he’s been cruising the markets looking for companies to lock up as long-term holdings in a portfolio while writing extensively on the broad sectors of consumer goods, technology, and industrials. Because his experience isn’t from the typical financial analyst track, Rich is able to break down complex topics into understandable and useful action points for the average investor. His writings have appeared on The Motley Fool, InvestorPlace, Yahoo! Finance, and Money Morning. He has been featured in both U.S. and international publications, including MarketWatch, Financial Times, Forbes, Fast Company, and USA Today.

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