It doesn't say if he drives all of them, but according to this he has at least 3-4 Teslas along with several other cars that he really shouldn't be driving. Apparently he uses the Model Y as a "family car."
This article is about his poor decision making skills regarding McLarens specifically.
https://finance.yahoo.com/news/elon-musk-spent-1-million-213715650.html?guccounter=1
Hack the planet!