You should then follow him on textual media as well. Sure, on Instagram it's mainly nice pictures of houses and cars, but I don't see the 'chip on his shoulder'. Au contraire, he remains honest and realistic about his decisions, his achievements and the (monetary) rewards as a result of those. Some because of luck, some because of common wisdom (often against the grain), some because of just being smart. It's a refreshing view.

So, please read some material from him on Medium. Don't judge a person on just an Instagram profile...

What does he say? I follow him on Insta and it’s all cars and office furniture as far as I can tell.

Just follow him on Medium or Twitter. There are hardly cars, houses or office furniture there :-)