"Of that I have no doubt, your eyes have that peculiar shine about them, that of an ambitious man. But, even were you to flee, what would that get you? You can't tell for sure whether you will be able to reunite with your companions, you risk being followed, or risk being killed because the fools believe you were followed, even if you were not"
"What is more, after your recent defeat, and I will say, I don't know anyone who could have pulled a victory in your situation, there is no way they will put you in charge again, and that is if they don't have you executed on the spot"
"Regardless, in that regard, you ought to know them better than me, but it stands that , given the proper resources, you could be something more, something that life as a rogue pirate will never allow you; as you well know, no so called pirate king lived to see their hair turn gray"
"I will cut the case. I need your activity in my Duchy's waters gone, I need someone to raid my own rivals' trade lanes, and you seem like the right man for the job; in sum, I would have you and your companions become privateers and, in time, should you ever tire of that life, your service might even be rewarded with a fief; and believe me, that life won't look so great thirty years from now, double so if you find yourself a wife and child somewhere down the road".
"You must have seen and created enough orphans to know that".
"So, tell me, which will it be, would you rather flee those dungeons, for I must admit, you could very well lie to my face and use this as an opportunity to flee, only to return to the uncertainty of yore, or would you rather see your activities continued ahead of a much greater force, this time around on the winning side and with the convenience of retirement?"
"If you care only about yourself, I am sure nobility will entertain you; if you care about the peasants, you will have the chance to do a fair lot of good for your own; if you care about your own companions, rest assured, their lot too will improve; if you care about nothing, you are clearly lying to yourself".
Try and persuade him to come under my protection; his old companions will be allowed to join him as privateers, and their leader, should he rather take his place, dealt with.