The images below, in the two columns respectively, are meant to convey:

Big / Bigger (380 pound sumo wrestler / 540 pound sumo wrestler)

Long / Longer (Hadrian's Wall / The Great Wall of China)

Cut / Uncut (Mr. Universe / Bruce Vilanch)

and the checkmark above the second column guided you to that choice, which was supposed to make you think of South Park, the movie, whose subtitle is "Bigger, Longer, Uncut."

Almost nobody got this, but fortunately pre-game hint #2 led very clearly to South Park. Since the masters players knew that clues 1 through 6 were south of Market, by process of elimination they figured out that this clue must lead to South Park.

On reflection, this clue was way too tough. But we thought it was funny :)

Oh look, is that the building?