He trained himself to look a certain way on television that he himself thinks looks good and hides the stuff he is insecure about.

Combined with being surrounded by yes man and being unable to deal with criticism.

Mental illness on so many levels.

His suits cost thousands of dollars apparently, which makes it even more ridiculous.

He doesn't believe in tailors. He thinks buying an expensive suit should come pre-fitted and doesn't think tailors do anything to improve a suit.