1.What set of circumstances found you in Port Peril at a tavern having a lively drink anyway?
Illian has been trying to find a new berth for a few weeks now with little luck. The Formidably Maid is as good a place as any to try and find out who's in need of a gunner.
2.Are you the type who struggles against his chains as they are being put on or waits for an opportune moment to murder the jailer?
"Hrrm. I suppose that I am more likely to wait. In time, I can either break free or find some way to prove my worth. Acting rashly gains me nothing."
3.How do you see your character developing mechanically? Storywise?
Mechanically, I will advance him as a pure fighter, increasing his current skills and possibly picking up a few odd points in other utility skills (like Craft(Carpentry) and perhaps Craft(Sails)). Featwise, Illian will be focused on two-handed weapons (although the exact feats will vary based on party composition), and I'll pick up further siege weapon feats (Siege Engineer, Master Siege Engineer, and Siege Gunner) as possible.
Storywise, I plan on having him stay a fairly quiet, but competent, member of the crew--ideally moving up to chief gunner (or appropriate title for such). He'll probably be more comfortable with the ship's weapons than with other crew members, and is likely to start nicknaming them.
4.Be ye a dirty scoundrel who would sell his mothers soul fer a farthing and a pint o' rum or be ye some heroic type who be thinking himself better 'n 'is fellow black hearted bastard?
"I am neither. I do what is necessary to live, and to increase my own knowledge and skill. Such work is it's own reward--now stop leaning on Vera before I give you a personal demonstration of what she can do."
5.THAR BE VOIKINGS OFF THE STARBOARD BOWWW!!! What do you do?
Move to the nearest starboard siege engine. Check it quickly for any potentially hazardous warping or other, and the load it or lead a crew in loading it, as the case may be. Pick a target, aim, and wait for further orders before firing. Once the ships are grappled, Illian will draw his weapon and join the melee.