Simon has resurrected as well. Now I think I will stick with this character and not start a new one anytime soon... I'm too quick to abandon characters if something happens in a way I did not mean it to happen. Maybe this bug was trying to tell me to stop starting new characters all the time and play the rest of the game with the existing one.
Well, now I'll try to get some money and sailing notoriety to get a good ship and then go to Devil's Anvil and get my pistol. Won't see Jack anytime soon after that, though. I'll first spend some time levelling other skills besides sailing...
Simon