of course he makes even worse errors in real markets, which are much harder to price.
I've seen this myself every time I've gone car shopping as well, e.g., when the time-before-last I bought a car, I saw a bunch of cars that dealers had overpriced cars, put in reasonably priced offers for them, which were all rejected. Many months later, I looked up all of those cars. They hadn't sold and were listed for less than I offered due to depreciation, so the dealerships lost a ton of money on those.