That depends on how you define successful businessman.

If we look at valuations, then yeah. If we look at how much money all of his ventures make ? The picture is very different.

SpaceX - may or may not be profitable in the last year - it's hard to know. Until recently definitely no profitable

Tesla - really profitable since 2021, with great 2022 / 2023. Trending in the wrong direction recently

Twitter, xAI, boring, neuralink - all are money furnaces.