I think you're giving him too much credit. People try things. They repeat the things that work. Most thinking happens when the behavior stops working.
That's why long/broken feedback loops in systems are so dangerous. E.g., a big reason the Challenger disaster happened is NASA ignoring warning signs because they had gotten away with it before. If a zillion NASA engineers didn't really think it through when lives were on the line, it's no surprise some 22-year-old rando just kept doing the thing that worked.
Another good point for comparison is Theranos. How many people with advanced degrees worked there without ever catching on to how screwed they were? Without ever really verifying that it was a successful business that actually produced value for its customers? And that's just the obvious fraud. I've seen many insider stories here about startups that were only slightly less dubious.