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Oracle ($ORCL) Posts Worst Stock Week Since 2001 as AI Debt Load Mounts

6/27/2026

Oracle's stock just recorded its worst weekly performance since the dot-com collapse of 2001, with AI financing concerns now crystallizing around three concrete pressure points: surging capital expenditure, negative free cash flow, and a $130 billion debt pile that shows no sign of shrinking.

The Numbers Doing the Damage The $130 billion debt figure is the headline risk, but the free cash flow situation is arguably more telling.

A company burning cash while simultaneously carrying that kind of leverage has almost no margin for error — any slowdown in AI infrastructure demand, a pricing concession to a hyperscaler customer, or a rise in borrowing costs hits twice.

Oracle cannot absorb a revenue shortfall the way a net-cash business can.

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