If I had a dollar for every time you said something smart, I'd be broke.
Intellectual Broke-ness
Explanation
Explain Bear
Listen up, buttercup. This joke is saying that the person being roasted never says anything smart. Like, ever. If the joker got a dollar every time the person said something smart, they wouldn't have any money, because it never happens. Now, get outta here and try to be a little less dumb, alright?