Guest Stars Gregory Michael as Grant Ellis Johanna Braddy as Jordan Reed Damien Leake as Professor Sommerfield Olivia Munn as Lana Andrew St. John as Nate Radcliffe Mimi Cozzens as Doris McGovern Co Starring Aynsley Bubbico as Laura Steffany Huckaby as Beth Erica Shaffer as Thirty-Something Alumna Valorie Hubbard as Fifty-Something Alumna Roberta Hanlen as Professor Belski Kristina Cohen as Sophie Suzan Brittan as Forty-Something Alumna Dona Hardy as Ancient Alumna Korbi Ghosh as Twenty-Something Alumna