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A $300 Billion Question for Sam Altman

Posted September 15, 2025

Enrique Abeyta

By Enrique Abeyta

A $300 Billion Question for Sam Altman

OpenAI, the makers of ChatGPT, announced a bombshell $300 billion deal with Oracle last week.

The two are partnering to build a global network of giant data centers that can power the next wave of artificial intelligence.

These facilities (part of what’s being called Project Stargate) will provide the raw computing infrastructure that OpenAI needs to train and run its models.

Investors piled in immediately after the news.

Oracle’s stock surged more than 40% in a single trading day, boosting its market capitalization by a staggering $250 billion.

Here at Truth & Trends, I usually focus on companies and fundamentals.

But sometimes a single person becomes so influential and central to a market story that investors have no choice but to pay attention.

That person today is Sam Altman, CEO of OpenAI and Silicon Valley’s newest crown prince.

Last week’s news got me thinking….

What do we really know about Sam Altman? Is he the next Steve Jobs — or the next Elizabeth Holmes?

And more importantly, where is he going to get $300 billion?

Meet Silicon Valley’s Crown Prince

Altman’s story fits neatly into the mythology of modern tech royalty. A precocious programmer from Chicago, he got his first computer at age 8 and never looked back.

After a brief stint studying computer science at Stanford, he dropped out to build his first startup, Loopt, at just 19.

In less than a decade, he led Y Combinator, the legendary startup accelerator, and rubbed shoulders with names like Elon Musk and Peter Thiel.

He cofounded OpenAI in 2015. Since then, Altman has become more than a tech executive. He's a media figure, a cult personality, and a symbol of the AI revolution in the eyes of many investors.

In 2023, Time named him one of the 100 most influential people in the world. His every move is tracked, quoted, and debated, from the boardroom shakeups at OpenAI to his push for AI regulation on Capitol Hill.

But here’s the thing: the bigger the spotlight, the more critical it becomes to ask tough questions.

Because behind every Silicon Valley success story, there’s a history. In Altman's case, that history includes several red flags.

Many have forgotten that Altman was quietly ousted from Y Combinator in 2020 after appointing himself chairman without approval.

Then in November 2023, OpenAI’s board voted to remove him for being “not consistently candid” in his communications. That’s a rare and direct accusation in the world of executive leadership.

Within days, Altman was reinstated after a fierce employee revolt. But the incident left a trail of unanswered questions.

More importantly for investors, these moments echo a broader pattern we’ve seen before.

If It Sounds Familiar, It Should

Altman’s rise shares striking similarities with other fallen stars of tech, most notably Sam Bankman-Fried of FTX and Elizabeth Holmes of Theranos.

Like Altman, both were celebrated as visionaries in their 20s.

Like Altman, they were praised in the press, courted by venture capital, and seen as the next generation of empire builders.

And like Altman, they operated in emerging industries filled with excitement, complexity, and opacity.

Of course, this doesn’t mean Altman is guilty of anything. But it does raise the same timeless question investors must always ask…

Where is the money coming from, and where is it going?

That question has become especially urgent this week with the announcement of OpenAI’s blockbuster $300 billion infrastructure partnership with Oracle.

According to Oracle’s latest earnings report, OpenAI has agreed to buy a staggering amount of computing resources over the next five years.

The numbers are almost too big to believe.

Just a year ago, OpenAI wasn't profitable. It relied heavily on Microsoft-backed cloud services, and its projected cash burn through 2029 was pegged at over $115 billion.

Today, the company is still in the red. Yet, it’s reportedly behind $10 billion in Broadcom chip orders and committing an absurd $300 billion to Oracle.

And that’s just last week!

These massive spending announcements all come without clearly explaining how it plans to fund those deals.

To be clear, these aren’t just vague “partnerships” or co-marketing initiatives.

They’re being recorded as future sales on Oracle’s books, forming a key part of a new $450 billion backlog that investors are now using to justify Oracle’s surging stock price.

However, many of those contracts are nonbinding and won’t even begin until 2027.

The commitments, while massive, are not yet cash.

They are forward-looking aspirations that depend on many assumptions going right: cost, scale, power availability, and OpenAI’s own solvency.

This is precisely why Altman's leadership deserves scrutiny.

Not because we want to tear down visionaries, but because history shows how quickly hype can outpace reality.

Investors learned that with SBF. They learned it with Holmes. And they’ve learned it many times before.

I believe Altman’s story is a case study in modern investing risk. Not just the risk of financial loss, but the risk of being seduced by narratives.

Don’t Play “Follow the Leader”

It’s easy to fall for the shine of big ideas, grand plans, and charismatic CEOs. But the only thing that matters in the end is execution.

Can the company turn those promises into revenue? Can it sustain growth without burning out? Can it survive competition, cost overruns, or regulatory pressure?

And in the case of Sam Altman and OpenAI, where will they get all this money?

That’s why I urge you not to blindly follow false idols when investing your hard-earned money, whether it's Altman, Ellison, Musk, or anyone else.

Don’t invest based on magazine covers, celebrity boardrooms, or three-minute hype videos.

Do the work. Check the earnings. Follow the fundamentals.

And ask the hardest questions, especially when the answers are being drowned out by media noise.

Because when the hype stops, only the truth remains.

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