I like bashing The Prick as much as anyone but there is a fundamental problem with reality here. If you were fading the Prick this year, you'd be 18-25.
I don't what those question marks mean in step 2 but they would have to be some serious magic to turn an 18-25 record into, "really, really filthy rich."
My suggestion: since his picks have been pretty good this year, focus on bashing his ugly mug instead.
