In the Season 1 finale, Jimmy and Sara contemplate giving their relationship another chance, but she’s worried about getting hurt, while Gerald ponders an elaborate way to propose to Vanessa.
Jimmy deals with a painful loss while planning a memorial service; Craig asks Sara to take the next step in their relationship.
Jimmy’s 50th, Again
Refusing to admit that he’s 51, Jimmy throws himself a second 50th birthday party; flashbacks show Jimmy what a difference his family has made for him.
Some Guy I’m Seeing
Jimmy deals with the realities of being in a relationship; Vanessa and Gerald try to balance their lives and their jobs.
Jimmy feels out of his element when he falls for a stunning chief executive officer who always seems to be one step ahead of him.
The Boyfriend Experience
When Sara asks Jimmy to pose as her boyfriend at her ex’s party, Jimmy realizes he has deep feelings for Sara; Gerald and Vanessa doubt their parenting skills when Edie starts behaving badly.
Jimmy tries to protect Gerald from an Internet bully; when Sara and Vanessa visit the bully’s mother, things get worse.
Jimmy and Sara go to great lengths to determine who bit Edie at school; when Gerald and Vanessa meet with a tech investor (Drake Bell), they are not sure they want to do business with him.
To give the restaurant a hipper vibe, Jimmy tosses a bash for a big pop star and gives the place a 1980s look. However, Ravi’s idea to boost reservations is to prepare guacamole tableside.
Vanessa and Jimmy get Edie into baby modeling without Gerald or Sara’s knowledge; Annelise falls for a restaurant staff member.