The thing to remember is (like others have pointed out) he's in an insecure former fat kid desperate for attention and (most importantly) is a digusting turkroach who does not understand the difference between rich and nigger rich. Being wealthy isn't about being ostentatious or crass, old money comes with taste and not wearing three piece suits on your retarded twitch stream to try and impress fellow gays and 30+ unmarried commie landwhales.
Nigger rich turks will wear a suit every time because they think the appearance of wealth and class (aka suits) casts a magic spell and convinces people they have taste when it reality it just shows that once again, you do not understand how to dress for the occasion and look like a clown. Read anything Brett Easton Ellis has written about his over-the-top displays of fashion in American Psycho to get an idea of how Cenk's Nephew is failing a forty year old social test, basically.
There's also the aspect like
@Traummaschine has pointed out that he saw another retarded nepo baby get national attention by wearing suits all the time so he said, Me Too, in another display of high-school tier inadequacy and social emulation.