Bunzo

Bunzō (ブンゾウ, Bunzō) is a loan shark from the Akagi gang.
He along with his partner, Senta were sent to collect money Tsunade owed their boss. To blackmail her, they stole the First Hokage's Necklace, believing it still belonged to Tsunade.
However, it really belonged to Naruto Uzumaki, who fought them to get the necklace back. Afterward, they explained their position and Naruto agreed to help collect on Tsunade's debt. Ironically, they later find out Tsunade had paid the brothers' boss back his money when she and Shizune had visited their village one year before.