I especially hate him in that episode where his house is destroyed by a tornado and the community bands together to build him a new one. It turns out to be a piece of crap and he blows up at everyone.
Hey, maybe if you hadn't been so unbelievably fucking stupid and irresponsible so as to not have insurance--"It's a form of gambling!"--maybe you could have afforded to repair your house or buy a new one instead of having the gall to blame the townspeople--who, for all their idiotic ways, were genuinely trying to help you--for your misfortune. That bit where he yelled at Marge, "My family can't live off of your good intentions!" is infuriating. You mean the family that YOU failed to provide for?
There's also the Fridge Horror of wondering what other kinds of insurance he doesn't have because of his idiotic beliefs--car (which is flat-out illegal), health, life, etc.