Ask if you can get your damn quarter back.
Man: Now if you will excuse me, I must be heading back to my vill-
Jacob: I want my damn quarter back.
Man: Oh right, here is some change for saving me

The naked man gives you 25
Silver for saving him.
ask him to put some clothes on, and then ask him if he wants to follow jacob
also superpotatoes my character's accepted
Jacob: So a
Witch did this to you, right?
Man: Yes.
Jacob: Then lets go fight her.
Jacob: Can you fight?
Man: No, but I am a blacksmith.
Man: I can make you better weapons than the sword you have right now.
Man: Also, you really shouldn't go fight her.
Man: Many years ago, a
Dark Presence spread about our village.
Man: Then, in the center of the village, a
Witch was born.
Man: She was purely evil, she comes to our village every month wanting a tax of everyones Silver.
Man: If a family doesn't have enough, she will kill everyone in the family, and spread their blood across this wasteland!
Man: The village grows smaller every month, and there's nothing we can do about it!
Jacob: I will still fight her.
Man: Y-you will fight her.. For us.. Without even knowing how powerful she is..?
Jacob: Yes. She's using her power to take advantage of you all, and that's being an starfish.
Man: Wow. Thank you.. I must go tell everyone at the village that all of these years of misery might be coming to an end.
Man: We cannot help you in any way, unfortunately.. But, if you have any scrap materials, I could craft you a much better weapon.
Give him the shiny pole you found in that jail-train-thing

Man: I guess I can work something out of this.
Man: I can create a sword of any abstract shape.
Man: What kind of sword do you want?