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I had a CEO who drove an old toyota corolla. Also played music gigs for fun. His company was long term, and eventually IPOd. Not flash in the pan startup VC stuff but SAAS erp for essential industry.

Let’s de-escalate it to relative car value to income then, in which case I’d say Warren Buffett is a good candidate. While you might not consider it ratty, it’s still pretty grounded and emblematic of frugality, all things considered.

> While you might not consider it ratty

At one point, he did have a car he got on discount because of hail damage. That's pretty ratty in my opinion.

> You definitely won’t have a CEO who proudly drives a ratty car.

Seriously? It happens all the time. Lots of very wealthy people get into the habit of penny-pinching to the extreme and "hiding" their wealth from everyone else.