Max Medina is Rory's English teacher at The Chilton School and dates Lorelai for awhile. After their breakup he leaves the school eventually and teaches at Stanford.
Lorelai: So where did you learn to make osso bucco anyway?
Max: Um, from this very old Italian woman who used to live upstairs. She had lost her husband a couple of years before and she kinda looked at me as like a son.
Max: She was.
Lorelai: So an old girlfriend huh?
(Lorelai's message machine)
Max: Lorelai, it's Max. Medina, Max Medina. And once again we miss each other. It's now 2:00 in the afternoon on Thursday, and I'm in my office grading a paper entitled: Emily Dickinson, Get a Life. Anyhow, as I sit here, losing my faith in mankind, I wonder if we're ever gonna actually go on that date we talked about many moons ago. I teach a night class in Stamford twice a week, and when I pass that Stars Hollow sign on the turnpike, I think: "Out there is a beautiful woman that I someday hope to spend time with." Anyhow, I'm just thinking about you. I don't know, maybe next week we can find some time. Bye, Lorelai...Gilmore. You knew that. Okay, bye.