Thanks for helping to refine the thinking. I guess the other side of the coin that would be make the paradox interesting is that, in the long term, it has to seem that most of the stuff built with money (but without intrinsically motivated managers) lose out to the stuff built on pure passion. After discounting for a heap of survival bias.

Yeah I guess it really depends on what the measure for success is. As with all things, the answer is probably that products that work really well or are beloved are often a combination of money and passion. Unfortunately, once the product/company reaches a certain threshold, it seems to get bought out and there is only money left, and thus it becomes crap.