Larry Ellison has built the world’s third-largest fortune by holding tight to his Oracle Corp. stock, rarely selling his shares and instead relying on loans to fund billions in investments and lifestyle expenses.
But a potential $40 billion-plus personal guarantee to backstop Paramount Skydance Corp.’s all-cash bid for Warner Bros. Discovery Inc. would be his biggest investment yet, and could reshape his wealth by possibly forcing the billionaire to pare his Oracle holdings and shift a substantial chunk of his fortune to a relatively unproven, debt-laden media conglomerate led by his 42-year-old son.
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