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- Ryan takes his mobile judging booth around the city to find out which street performer he will award both the crown and a whopping $90 cash prize, courtesy of Jackass' Steve-O. Ryan's growing obsession with becoming a street performer himself makes it increasingly difficult for the gang to crown a winner.
- Ryan struggles to find a fortune teller who is willing to appear on camera, as he tries to expose certain myths behind the fortune telling industry. When the gang finally manages to get fortunes told on camera, Ryan realizes that the industry is not as glamorous as he once believed it to be and is hard pressed to crown a winner.
- Ryan hits every university campus in the city trying to find out how and where he can pick up the most girls. The campus where he gets the most phone numbers is awarded the crown, as long as he and his gang can stay focused long enough to keep track.
- Ryan and the gang scour the city's dumpsters for hidden treasures. The plan is to set up a garage sale to sell the acquired goods in order to see which neighborhood's's junk goes for the highest price. Ryan and the guys soon realize that not everybody shares their taste in trash.
- Three carefully chosen exotic dance instructors have the unfortunate task of giving personal pole dancing lessons to Gary, Jarek and Max. The three students will strut their stuff to determine who has learned the most, and Ryan (along with the assistance of a special guest judge - his mom!) Will decide which pupil had the best performance and therefore which teacher takes home the crown.