He obviously always held the normie billionaire libertarian "taxes bad, regulations bad, unions bad" right positions, enjoyed "politically incorrect" jokes and had some weird preconceptions like obsession with male heirs that might not be overtly political but line up with certain more fringe right views. Maybe he chose to hide some spicier views about the apartheid era.

But there's also definitely been a change. He publicly endorsed Democrat candidates on numerous occasions, including against normie business-friendly Republicans. Think his metamorphosis in actual unfiltered views is best shifted from the "I absolutely support trans but all these pronouns are an esthetic nightmare" to his current campaigns...