Simon takes the artists on a field trip through the streets of New York City. After turning a corner, a row of empty tables and easels is revealed –- one for each artist. In the ultimate battle of commerce vs. "high art," the artists will work in teams to create a minimum of one piece of art that they must sell to the public, but that is also worthy of presenting in a gallery show the following day. The winner of the challenge will receive a cash prize in addition to keeping the money they earned selling their work.