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Can't see me less you da man o steel, cruising around in the batmobile.
As that was being filmed, the people behind the desk were having a conversation about whose turn it was to tell the little fruitcake that the parking lot is for patrons only.
Sherms getting lit up in the comments by kids telling him he's washed up.
Yeah seriously, how does he still have money?
this is all speculation, but i assume his friends just let him hang around and have free food/booze/weed/ect. i also suspect that he doesn't have his own place, or his own car, or anything that would be a major monthly payment, so even if he does make a little bit of money, it's all play money to him. hes basically a teenager in his mid 30s who mooches off his friends.