Smiling Jack

Smiling Jack is a character, that appears in the Bazaar side of Evergreen Mills. After you past numerous riders, you'll find him in one market-like corner. He'll usually not be aggressive towards you, so you can trade with him. But he might steal some things from you, so pay attention. You can kill him with no karma effect (He's technically a raider), and he drops The Terrible Shotgun (Better version of the Combat Shotgun), along with a key to his store items which you can also loot with no loss to karma.