You can even submit your own "bluf", so this thing should change fairly often. I got on a lucky streak and topped 1000 within five minutes, but the right string of questions would probably kill that pretty quick. The tope score right now is 31337.
I'm assuming that embedded flash is acceptable to the admins, so try this one:
"Programming today is a race between software engineers striving to build bigger and better idiot-proof programs, and the Universe trying to produce bigger and better idiots. So far, the Universe is winning." --Rick Cook
Sadly Chicago is very behind in the whole food truck scene due to overregulation and an uncooperative city council. Essentially there is no prep allowed on a truck in Chicago as all food prep has to be done in a licensed brick/mortar kitchen.