I'm currently wrapping up the Skulls and Shackles campaign and there's still some of the crew from the first ship around.
Rosie Cusswell is the third mate on their ship.
Sandara serves as ship "medic" and as an adviser in all matters Besmara since none of the pc's are knowing about the whims of Besmara but they all try to give some homage.
Cogward is around as lead rigger, but hasn't really gone up in the world.
Conchobar captains the PC's second ship and handles the waters around Tidewater Rock with Owlbear as his personal bodyguard.
Ambrose Koop is still the cook on the main ship.
All of the other crew members were convinced to join thanks to a particularly impressive max damage crit from a longbow that ended the final encounter of book 1 before it could start followed by some diplomacy and intimidate rolls but they were all lost at around book 3 or 4 after an impressive accident occurred, they almost actually lost everyone on their ship thanks to it.
But the shining star of the original crew is Fipps. This poor bastards been dragged along by them from the very beginning almost. The pc's were so effective with their rolls in the first bullying combat that even though none of them were trained in unarmed fighting they were able to knock unconcious 3 of the 4 bullies in a round and then intimidate Fipps in to backing off. As they went up the stairs the one at the end looked at him and asked "Are you coming or not? You'll get lashes if you don't." and so Fipps scurried up behind them very confused. Later, thanks to the commiseration that the pc's showed to him when master scourge and mister plug decided to punish him for not carrying out his job of beating them senseless well enough he started following them around like a lost puppy.
Of course this kind of falls in line with the entire lot of their plans throughout this entire path. They've managed to bribe, intimidate, and charm almost every feasibly swayed npc to their side and on to one of their ships and even some of the more non feasible ones. They convinced a damn Manticore to join them since they'd give him corpses and he would have to do almost nothing to get them other than look scary. Not to mention the half dozen or so enemies who are willing to jump ship for a good deal.