Ellison, who founded Oracle in California in 1977, belongs to a different breed of tech entrepreneurs from the outspoken Silicon Valley tycoons of today. From his successful yachting escapades in the Americas Cup to buying up Hawaii’s sixth-largest island, he has demonstrated extravagant tastes. Ellison invested $US1 billion in Musk’s 2022 takeover of Twitter because, he said, it “would be lots of fun”. There are already signs that Ellison’s newly-acquired media outlets are shifting to the Right. “You’ve got this very intriguing parallel movement taking place,” says Alex DeGroote, a media analyst.