Well that does pose an interesting philosophical question. Would you be willing to sacrifice your dignity for a life without want? On the one hand you might not ever have to work, you'll get whatever stuff you want... but in exchange you'd have suffer endless ridicule, mocking condescension and take on the form of a horrible, grotesque, fat headed, bulbous tranny with severe personal hygiene issues.
Personally I'd say... not worth it, which is why I don't really care if Chris profits from his "exceptional" situation at all.
Chris is not mentally capable of perceiving much of what you're describing.
For example, if you showed Chris a big list of women and asked him to rate them by attractiveness, he'd probably sort them first by how prominently displayed their tits are, then he'd demote any with clearly ugly faces (like if they have a wonky nose or a big boil or some shit) and then finally he'd remark on which ones had the cuter faces.
Now, if instead you had a bunch of clothed women without particularly large/exposed breasts, and no face displayed, and then asked him to rate them based on their bodies, he'd have a serious problem doing that.
I mean, not that there's necessary a "right" answer, but still, I think a lot of guys could have an engaging conversation about body type. But Chris is flummoxed by it. It's because body shape is substantially more subtle than a binary classifier like "big tits". Chris likes tits over ass, for example, because ass is complicated to evaluate. Big? Small? Shapely? (Does it even matter at all?)
Way too subjective for Chris to comprehend.
That's how everything in his life is. Chris can't perceive himself as ugly, because there's no giant boil or anything for him to obsess over. It's all... subtle.
(Although as a footnote: he doesn't have bad hygiene anymore. People have sperged at him enough over the years so that he obsessively attends to that detail.)