I could tell from his explanation of female attraction, where he described the perfect guy as simultaneously having the qualities of a violent criminal and a simp.
He is young, so that means he's got a dearth of experience, despite his claims. He claims to be a former bad boy, but this is what a lot of losers do to pump themselves up socially. A former bad boy doesn't become aware of any of this shit, awareness comes from having a problem to solve in the first place. Former bad boys say things like "just be yourself" and "just be real".
The reality is that female attraction is one-dimensional just like male attraction, and the qualities they are attracted to are exactly those that characterize violent criminals. The simp scale doesn't make you attractive, it makes you a mark, and they try to scam you. The perfect man is a simultaneous violent criminal and a mark? Easy to believe when deluded.