Goes to the Dragon Quest mostly because he wanted to go in the water. Amon pressures him to do most of the dirty work, which he resists. He'll help but this is not his quest to complete. Ultimately, decides to go along with it for a higher cut of the pay.
He is the one who dives and anchors the actual rowboat before permitting his peers to go down. He doesn't see why it has to be him when others have actual potions that can help them with this, but he supposes that he is the strongest swimmer by far. Maybe second to Byron, but Byron is currently hungover.
Speaks with the dragon in primordial, which he can speak, but helps get him to the sphere Paal made so that the others can converse with him in common. He explains how he has been following these sailors for a long time, as they raided his home and killed his mother. He is bothering them to get his family heirloom of a magic crystal ball back. He invites us to keep whatever else we find on board. Issechar agrees to take vengeance. A life for a life.
They explore one of the sunken ships that is broken in half. Byron and Issechar explore one end and Issechar gets a fancy coat. They ask The dragon to bring some of the barrels up to the surface to potentially sell in the tavern as a mystery alcohol since he got Byron tipsy.
Back at the tavern, gets the pearl and coat appraised at the Magi, and learned of their magical properties. He wanted to kill the woman who talked down to him.