After Rory is accepted at Chilton, an extremely prestigious and expensive prep school, Lorelai's difficulty in raising the tuition money forces her to ask her wealthy parents, from whom she is estranged, for a loan.

Alex Borstein, Amy Correa, Barna Moricz, Cesar Lopapa, Heather Shrake, Jacqueline Smith, Jill Brennan, Marcy Goldman, Niki Slater