Richard is 1.) smart, and 2.) very well connected, and 3.) on the hunt - all the time.
He does what he does which is to flip cars. But he does restorations too. Remember his Packard at Pebble Beach?
He's flipped at least as many as he has had his shop build. He's a literal wheeler dealer. Ferrari's, Packard's, vans, buses, trucks, it makes no difference as long as he thinks he can make a profit. Most times he does.
Remember the barn full of Camaro's ... Made something like $100,000 and never really touched a car, no even a wash ...
Do I want a Gas Monkey car - no. Is there a market - yes. Did he see that market and exploit it - yes
And, as with many flash & cash guys, he knows a thing or two about Caddy's
But, mostly he knows (or senses) a market opportunity ... Different business, but much like a hedge fund manager - you do what works ...