Jack Andolini

Jack Andolini is a major villain in The Dark Tower series by Stephen King. He is a major antagonist in the novels Drawing of Three and Wolves of the Calla. He is an enforcer who works for Enrico Balazar.

History
Andolini, along with his brother Claudio, worked for Enrico Balazar as enforcers in his crime syndicate. He worked with Eddie and Henry Dean, who knew him as "Old Double Ugly".

Balazar had hired Eddie to smuggle cocaine into New York. Eddie had hidden the cocaine in Roland's world. After Eddie landed, Balazar became suspicious, so sent Andolini to bring Eddie to him.

Eddie claimed that he needed to go to the bathroom to retrieve his drugs, so Balazar sent Andolini into the bathroom with him. Eddie heard that his brother, Henry was dead, and forced Andolini through the door into Roland's world. After struggling, Andolini was killed by the Lobstrosities.

Although Andolini was dead in Eddie's world, he was alive in the Keystone world. Balazar was hired to make Calvin Tower sell the Sobra Corporation the vacant lot containing the Rose. Andolini was sent to intimidate Tower. However, Eddie interrupted and stopped Andolini from intimidating Tower, and threatened to kill his family.

Andolini was then sent to ambush Roland and Eddie. Roland and Eddie were able to fight them off. Later, Andolini and his surviving men were arrested.