When you first arrive in Bog Easy, he gives you a quest called Help Gilbert Scare Someone. If you choose to complete this quest, meet him in the Bog Easy Square. Then you go over to Louis' shack and thin out the lights. Gilbert will sneak up on Louis and give him a scare, completing the quest. Or you can sell Louis' courage badge to Ian, also completing the quest. If you give Louis his courage, this will fail Gilbert's quest.