Oracle: A Cloud and a Shadow

Oracle, a name that once conjured images of databases and, let us be frank, rather aggressive sales tactics, now finds itself flirting with the trillion-dollar mark. A fleeting embrace, to be sure, fueled by a contract with OpenAI – a pact with what some might call the digital daemon. The market, predictably, has since retreated, halving the stock’s aspirations as if chastising it for overreach. One observes this volatility with a certain…amusement. The herd, as always, stampedes towards both promise and panic.

The whispers, of course, concern artificial intelligence. The notion that these silicon minds might render decades of enterprise software obsolete. A rather dramatic pronouncement, wouldn’t you agree? Yet, the market, that fickle beast, responds to such anxieties with a swift and merciless pruning. Oracle, however, is attempting to position itself as a provider of the very infrastructure upon which these digital deities will reside. A curious strategy, akin to selling shovels during a gold rush, though with considerably more zeroes involved.

The question, then, is this: is the current dip a genuine opportunity, or merely a prelude to a more substantial fall? One might ask, is there truly a free lunch in this world, or are we all merely rearranging the deck chairs on the Titanic of technological progress?

A Cheap Seat in the Cloud, Perhaps?

Oracle, it appears, is one of the few remaining contenders in the hyperscale arena. A latecomer, yes, but perhaps that is to its advantage. It has had the luxury of observing the missteps of its rivals and crafting a purpose-built infrastructure for this new era of algorithmic dominance. Analysts, those oracles of the financial world, predict a respectable 22% earnings growth for fiscal 2026. Respectable, but hardly a divine revelation.

The stock currently trades at a mere 22 times forward earnings. A bargain, some might say. Compared to Microsoft, Amazon, and Alphabet, all sporting loftier price-to-earnings ratios between 24 and 27, Oracle appears… reasonable. Though one must always remember that “reasonable” in the stock market is often a synonym for “troubled.” Amazon and Alphabet, it is worth noting, are not exactly sprinting towards exponential growth either. A comforting thought, perhaps, for those invested in Oracle. Or a warning sign of a broader malaise.

The company boasts a substantial backlog of cloud contracts – a staggering $523 billion. A figure that would impress even the most hardened bureaucrat. Microsoft, naturally, holds a larger pile – $625 billion – but a significant portion is tied to its legacy software. Amazon and Alphabet trail behind with around $240 billion each. These numbers, however, are merely promises. The devil, as always, is in the execution.

The Shadow of Doubt

A company’s earnings potential is often inversely proportional to the discount its stock receives. Oracle, it seems, is acutely aware of this. Compared to the behemoths of Amazon, Microsoft, and Alphabet, Oracle’s cash from operations – a paltry $22.3 billion – appears… modest. The others, flush with capital, generated between $139 billion and $165 billion in calendar 2025. A difference that could fund a small nation, or at least a rather extravagant marketing campaign.

As a result, Oracle is poised to burn through billions in cash to build out its cloud infrastructure. A common practice, of course. Amazon, too, is expected to experience negative free cash flow this year, driven by its relentless spending on Amazon Web Services. But Amazon possesses a safety net – a thriving e-commerce business. Oracle, alas, has… databases. And a contract with OpenAI. A rather precarious foundation upon which to build an empire.

The reliance on this OpenAI contract – representing nearly 60% of Oracle’s backlog – is particularly concerning. It won’t yield revenue until 2027 and runs through 2031. Six years is an eternity in the digital realm. A lifetime for a startup. A geological epoch for a stock price. One can envision a scenario where OpenAI falters, its promises unfulfilled, leaving Oracle stranded in a sea of unfulfilled expectations. A tragicomedy, perhaps, but one with very real financial consequences.

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Furthermore, Oracle’s ability to absorb excess capacity is limited. Amazon, Microsoft, and Alphabet can readily utilize any spare resources for their own AI development and other ventures. Oracle, however, is largely dependent on external demand. A rather vulnerable position. One might even say… pathetic. But then, what is the stock market if not a theater of the absurd?

Given the inherent uncertainty, Oracle deserves a lower earnings multiple than its larger peers. If it can execute flawlessly – and if OpenAI delivers on its promises – it might achieve respectable growth. But other AI stocks, even at slightly higher prices, offer a more appealing risk-reward profile. One can always find a slightly less precarious perch from which to observe the unfolding drama. After all, a wise trader knows when to hold ’em, and when to fold ’em.

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2026-02-18 00:43