What is the name of Rory's Chilton English teacher who dates Lorelai?

Max Medina is Rory's Chilton English teacher who dates Lorelai.

Max teaches English at Chilton and becomes Lorelai’s first major romantic relationship shown in the series. His connection to Rory’s school makes the relationship complicated from the beginning.

Lorelai and Max become engaged, but Lorelai calls off the wedding shortly before it is scheduled to take place. Their relationship is one of the show’s early examples of Lorelai trying to balance romance, parenting, and the boundaries created by Rory’s education.

Max is played by Scott Cohen. He is distinct from Hanlin Charleston, the headmaster of Chilton, and from Jason Stiles, who later dates Lorelai and works with Richard.