The problem with these theories is that they fall apart as soon as you start adding or modifying the types. Because they aren't actually correct, just simple and flattering.

Fully agreed. I think "Loser" is a misnomer. And indeed, going by the essay, the Sociopaths can also lose big... they are willing to risk it all for personal gain, but it can end very badly for them if they miss their window, their manipulations get exposed, or decide to do illegal things to get ahead (high profile cases in my mind: Enron, Epstein, etc).