The Traveling Wizard is a man of minor repute. He has made great impacts on a few places and people. Those that know him, know him to be powerful. However, most do not know him, for he travels the world. He seeks experience and knowledge, craves adventure. The journeys of the Traveling Wizard seem to never end.
Custom among pirates to yearly vote for their leader. If a majority believed the leader was doing poorly they could hold another vote. Democratic except in times of battle and danger at sea. Could bleed that over to some 'honorable' bandits.