Not gonna lie, thats one of my favourite parts of Chibi, he doesn't have a bad life, well at least one he doesn't create himself. He has a cushy job where he makes good money, has a house that he shares with his brother, he's in good health and while he's not in shape he's at worst chunky, probably doing better than most Americans. If he just logged off, stopped obsessing over bing bang wahoo's and tried to accept what he has, he probably would be doing above average for a 30 year old. Instead he insists on creeping on underaged Cosplay girls and making everything in his life about the Bing Bang Wahoo. He wouldn't be a chad or anything but he'd probably be in the upper half of fullfilled in any group of people, maybe a bit lonely but that was a hole he dug himself. If he got some normie hobbies or even just found something to do that wasn't creeping he could probably make friends but that would require him to put people before himself.
Everything wrong in his life is no ones fault but his own, so thats's why he's one of my favourite cows even if he is boring