Challenge with Gordon! is the third-to-last mission where a Victory Gang dog challenges you, before Challenge with Will! and Challenge with McCoy!. In this competitio, Gordon will jump out at you upon entering Snow Village for the first time and will challenge you to a Sledding Race. You must beat him in the race to gain his trust and his Badge, but if you lose, he will laugh and call you weak and you need to beat him in order to carry on with the game.