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The 500 billion dollar company Oracle is now on the brink of bankruptcy and the situation is only getting worse. Oracle raised $43 billion in debt to cover the gap. It plans roughly $40 billion more. Total debt sits near $130 billion. S&P cut the rating to BBB- in July, one notch above junk. Moody's has a negative outlook. A CDS spread is not a forecast. It is the price of protection, and protection got expensive. The equity market looks at that backlog and sees the future. The credit market looks at the same backlog and sees the bill. Who's right? It costs more to insure Oracle's debt today than it did the week Lehman collapsed. The five-year credit default swap is above 200 basis points. That is higher than anything it printed in 2008. Nothing in the business broke. Revenue grew 21% last quarter. Cloud infrastructure revenue grew 93%. The order backlog hit $638 billion, up 363% in a year. Free cash flow was negative $23.7 billion for the fiscal year. Oracle is now spending 100% of its entire revenue on capex. Am I the only one who thinks Oracle has gone crazy? Now it doesn't sound that crazy until you look at the numbers closer. The risk is Oracle's financing with ~$130B of debt due before much of the OpenAI revenue arrives and nearly 45% of backlog tied to one customer but the thesis works if capacity ramps and cash flow inflects through 2027 and 2028. Nearly 50% of the entire demand comes from just one company: OpenAI. OpenAI lost $38 billion last year, got fined by the DOJ yesterday for cheating American workers, and just got overtaken by the rival it once laughed at. The company that promised to save humanity is quietly falling apart. On August 4, the Justice Department settled with OpenAI over discrimination against US workers. The same company that lost over $38 billion last year. SCARY: OpenAI burned $3.7 billion in Q1 2026 alone against $5.7 billion in revenue, and is now projecting $27 billion in cash burn for the full year. On track to lose over $27 billion this year. The company has no path to profitability and if they pull out their commitments to Oracle, then they have a 300 billion dollar problem. And investors are already anticipating this is going to happen. The cost of insuring Oracle's debt has skyrocketed to over 200 basis points, which is even higher than when Lehman Brothers collapsed in 2008. It gets worse. The same man that made over a billion dollars shorting the housing market in 2008, Michael Burry, just put out a massive short position on Oracle. And if he's usually is, this could collapse the entire AI bubble.