<Li> Justin Long as Paul (season 1; guest season 4), Jess' ex-boyfriend and a music teacher at Jess's former job . Quirky and emotional, the group criticizes him for being a male version of Jess . </Li> <Li> Michaela Watkins as Gina (season 1; guest season 4), Schmidt's no - nonsense boss . </Li> <Li> Rachael Harris as Tanya Lamontagne (season 1; guest season 2), the vice principal at Jess's first job . </Li> <Li> Lizzy Caplan as Julia (season 1), Nick's ex-girlfriend . She has a strained relationship with Jess as their personality clashes . </Li>

Who plays ally's sister on new girl