Abasdarhon's Castle

You'll have to provide for them (or not). It depends on your character. Your wife can also work. You can take a merchant from the Adventurer branch, and you'll be middle class. Otherwise, you'll just be ordinary workers at a factory.

He'll give up on everything and go level up, killing dragons. And he'll write a letter to his children, saying that he was a thief and got caught stealing, and they put him in jail. Just so he wouldn't feel so ashamed in front of them.