Matilda and Jim discover an old parchment stating that because one of Brent’s ancestors saved the life of Jim’s great-great-great-grandfather, the Jolley-Rogers can never refuse anything to a Winner and this applies for all eternity! This is a gift for Brent, who seizes the document and tries to make Jim his slave. Poor Jim is caught between two rocks: his honour demands that he respects the obligation, but Brent also asks things from him that are dishonourable, like ditching his friends, fixing a regatta, etc. Matilda, Alexia and Max team up to help their friend out of Brent’s hook without staining Jim’s honour…