It curried favor, gained him an immense amount of data and I’m suspecting is a source of revenue from various black intelligence projects.
>Running out of money
You probably don't know much about know the guy, in which case I recommend reading a bit about his business background.
But I also know that people like him or Elon are the most susceptible to losing touch with reality due to being surrounded layers and layers deep by hype. Nothing about being rich prevents him from going all in and reaping financial ruin as a reward.