The former could be blunted emotions (you just don’t feel feelings strongly), could be alexithymia (difficulty deciphering one’s emotions that are felt, commonly co-occurs with Autism) and you do or don’t like it, could be both, I could be wrong and it could be something entirely different.

The latter sounds like flat affect (you don’t express emotions strongly externally)

He could sell all his assets, purchase a middle class house in cash, and probably retire and have absolutely nothing to do if he wanted to and be set for life

This guy can go fuck himself