Oracle Plans $20B Stock and Bond Offering to Fund AI Infrastructure

Oracle filed regulatory documents outlining plans to raise a total of $20 billion through $10 billion in common stock and $10 billion in senior notes to finance its AI infrastructure buildout. Although the funding plan was pre-announced during its Investor Day, shares fell over 6% on Monday amid market concerns regarding its debt load. As of August 31, Oracle's total debt reached $125.34 billion; the company plans to bridge the gap using vendor financing and customer prepayments, expecting free cash flow to turn positive in the second half of 2028.