|Title||Jiro the Extortionist|
|Team||Three Criminal Brothers|
|Manga Debut||Chapter 26|
|Anime Debut||Episode 69|
Jiro is the middle of the Three Criminal Brothers. He likes extorting, and, as he said, he is hated by the whole world. He appeared when he and his brothers tried to steal from Nana Sawada, Tsuna's mother.
He has dark grey hair, and a long vertical scar on the right side of his face. He wears two earrings on his left ear.
After the Varia Arc, Jiro and his two brothers tried to steal from Nana Sawada. When the first brother failed, he decided to try. His plan was to fall on Nana while holding a large vase, drop it, and blame it on her in order to get money from her. When he was about to put the plan into action, Lambo threw a Hand Grenade and accidentally fell into the vase he was holding. When it exploded, he was sent flying back to his brothers. Later he was chased to prison by Tsuna.
- "Jiro" is a Japanese name commonly given to the second son.