Jimmy and Sara are chomping at the bit to find out who bit Edie at school; while Ravi introduces Gerald and Vanessa to a high-powered tech investor, but after the meeting they are unsure about going into business with him.
To show that he doesn't require validation from women, Jimmy accompanies Ravi, Gerald and a few guys from the restaurant to a Korean spa. Meanwhile, it's girls' night out for Sara, Vanessa and Annelise, who hit a hot new bar in Los Angeles.
Jimmy reunites with his old party gang, the "Sat Pack," and gets a hard time about being a family man from one of them (guest star Bob Saget). Meanwhile, Bruce surprises Sara with some big news; and Frankie blindsides Gerald with a confession.
Sara and Gerald learn that Jimmy hasn't seen a doctor in 10 years, so they trick him into visiting their family physician for a routine physical that reveals surprising news. Meanwhile, Gerald and Vanessa fret over Edie's upcoming surgery; and Annelise and Ravi discover Jimmy's secret safe.
Gerald gets a new job as host at Jimmy's restaurant, and Jimmy gives him tips about hospitality. Elsewhere, Vanessa coaches Sara in posing for alluring photos for Bruce; and Annelise wants a more serious tone in the kitchen.
During a night on the town, Jimmy gives Gerald tips on how to pick up women, but has second thoughts when the young man hits it off with a party girl who Jimmy thinks may be hooking up with Gerald for all the wrong reasons. Meanwhile, Vanessa mentors Annelise.
Jimmy's search for a soul mate leads him to date Sara's co-worker, but when she is not impressed with his suave moves, he looks to Sara for advice. Meanwhile, Gerald and Vanessa contemplate a friends-with-benefits relationship.
Gerald is unable to make an interview at an elite preschool he's trying to get Edie into, so Jimmy steps in, but after meeting the admissions official, he accidentally triggers a lie that threatens to get out of hand.
After missing her first birthday, Jimmy throws 2-year-old Edie a birthday bash at his restaurant to make amends, but Sara's brother shows up and confronts him about abandoning his ex and leaving her to raise Gerald.
As Jimmy tries to adapt to his new family situation, Gerald decides to surprise everyone with their first group trip to the beach, which all, except Jimmy, look forward to. Jimmy, however, bags the outing in favor of a glamorous nearby pool party and drags along Gerald, leaving Vanessa and Sara behind.