Jack, due to his being an assassin, is usually the silent and deadly tactical approach. He will take his position as a Pegasus Wing Pirate commander with ease since he originally led his own crew a few years prior. Aside from this persona he is known to relax and play any musical instrument he carries (which is usually both his singing voice with either his bass guitar or electric guitar a member of his former crew crafted for him prior to disbanding).
- Foster Tailer - Out of all the Commanders within the PWP group, both Jack & Foster get along very well mostly based on their mutual love for music as well as being the only two master musicians among the commanders. They regularly meet-up to discuss music related topics and write music together if they feel like getting their creative juices to flow.