<Li> Julia Cleary (Lizzy Caplan), Nick's girlfriend in a story arc in season 1 . At first she appears to be the perfect girl to Nick, but later it is revealed she has anger management issues . She is a lawyer who has a contrasting personality to the bubbly Jess . </Li> <Li> Shelby (Kali Hawk), Winston's love interest . They had a tryst before Winston went to Latvia, but after much apologizing on Winston's part, she agreed to give him a second chance . She manages a diner . </Li> <Li> Russell Schiller (Dermot Mulroney), appears in the episodes "Fancyman" as the divorced father of one of Jess' students . He dislikes that her daughter did a weird art project and wanted to pull her out of Jess' class . Jess' boss reveals that Russell was the third largest donor in the city, and the episodes show that he has a fancy car and house, but that he is very generous and kind to Jess because he likes her . Mulroney described his role as being a person half - generation older, but that he had a blast working with the group . Mulroney's role was initially for three episodes but was extended to a fourth episode and also included guest star Jeanne Tripplehorn who played Russell's ex-wife . In the season 7 premiere, Russell says that he had remarried and divorced twice in the three years since Jess and Nick got back together, and has a toddler that is in the same gym class as Ruth . He hires Jess to work at his education - based non-profit . </Li> <Li> Joe Napoli (Phil Hendrie), a sports radio personality who hires Winston as his research assistant . Hendrie himself is a radio personality . </Li>

Who plays winston's dad on new girl