Barney convinces a reluctant Archie who is still recovering from his breakup with Katharine to go with him to a Singles Club. Mr. VanRanseleer decides to join the in fact he seems to be the only one having any luck.
Gary's Super Model ex-fiancée convinces Gary to handle her divorce After he spends the night with her Billie feels spurned.
Raul and Jose witness a mugging, but they are afraid to go to the police because they fear the Police will learn they are in the country Illegally leading to there possible deportation.
Archie won't let Stephanie go on a date with a popular boy from school named Danny. So Billie convinces Gary who was planning on going to a Knicks game with tickets he got from his Law Firm to go along with her making it a double date so Archie will allow Stephanie to go. Things seem to go good for Stephanie and Danny, but bad for Billie and Gary. To make thing worse for Gary Archie who he gave the Knicks tickets to got to see a great basketball game that went triple overtime.
Jose's paintings of garbage become rage of the New York art scene with 10% of the profits going to Archie for use of the bar for Jose's art shows, but when art world demands more Jose finds himself unable to recapture his inspiration.
When Gary's brother Barry demands the help of Gary's assistant "Cousin Marsha" Billie volunteers to fill in as his temporary assistant, but Billie starts to get on Gary's nerves when she start to make what she thinks are improvements around the office leaving Gary regretting he hired her.
Stephanie must ask Archie if she can tryout for the High School of the performing arts eventually. Archie relents and lets her try out, Though the audition goes well. Stephanie is disappointed when her grades are not high enough to meet the school's high standards.
When it becomes clear that one bathroom is not enough for Archie, Stephanie and Billie. Archie decides he needs have another bathroom built. when Archie finds Pulaski the Plumber's prices too high Archie enlist Jose and Raul to build the bathroom but when this ends in disaster Archie is forced to hire Pulaski to clean up the mess and rebuild the Bathroom
Reagen's Federal Budget cut's cause Barney to get laid off as a bridge inspector. After Barney fails as a shoe salesman Billie convinces Archie to give Barney a job at the bar, but Barney is clueless and Archie is forced to fire him.
Harry cheats on his wife with another women well house-sitting for Barney. When Harry's wife realizes something's going on she kicks him out, but when Harry is dumped by his new girlfriend and asks his wife for a reconciliation who tells him she is now dating another man.
Archie invites his brother Fred over for Christmas hoping to surprise Billie, but Billie still blames her father for the divorce from her mother and tells him she's going skiing with Gary on Christmas. There are facts about the reasons her parents divorce that Billie douse not knows.
Billie is convinced that theories in her philosophy Professor's book is are an alternative to hostility, but her boyfriend Gary is not convinced. Billie feels honored when her Professor ask her to type his next but his real intention are made clear when he starts putting the Moves on her.
Barney turns to a video dating service to find new women but lies about being rich. When Barney's date learns the truth she leaves him promoting Barney to go back and make another video this time telling the truth which leads to him finding a perfect match.
Gary's brother Barry who seem be to Uncle Abe's top choice to be promoted to partner, but Barry soon gets into an argument with Uncle Abe over Gary's advice to a client which leads to Abe having a hart attack only to have Gary help save him. After this Gary believes he will be promoted to partner instead of Barry and tells Archie he's quitting as vusiness manager. But Barry's position in the argument turns out of be valid and Barry still get the promotion leaving Gary to return to Archie's place.
Stephanie hopes on a visit to her Grandmother's house she will learn more about her dead mother, but she finds her Grandmother trying to avoid the subject of her mother. Matters are complicated more because Harry's truck will not start and Archie must spend the night interacting with Stephanie's Grandmother's rich friends.
Archie reluctantly decides to hire a second bartender to ease Harry's workload. When Archie is given a list of candidates by the bartenders union he decides hire a bartender named Pat not knowing Pat is a women Archie then looks for a excuse to fire her. But she files a grievance with her union. Archie take Gary's advice and offers Pat her job back.
When an old friend pays Mr. Van Ranseleer at the bar a few days before his birthday. This inspires Billie to throw a birthday party at the bar for Mr. Van Ranseleer inviting all his old friends not realizing that many off them were once communist and that Mr. Van Ranseleer refused to testify in front of the house un-American activity comity sacrificing his job as a teacher. Archie's friendship with Mr. Van Ranseleer is than put to the test.
Barney convinces Archie, and Harry spend a night out starting with a Knicks game in honor of their 20-year Friendship, but after the game they find them selves bar hoping in Bars where the feel out of place.
Gary asks Archie to go to a restaurant convention but Archie refuses, but Archie changes his mind when he meets the group's attractive representative, but after they spend the night together she tells Archie she is married and has Children. After the revelation Archie decides to leave early.
Murray returns to find a buyer for his half of the bar because he needs the money to open another Bar & Grill in San Francisco, but when Archie scares away a prospective buyer. Murray then decides to exercises a clause in his contract which allows one partner to buyout the other that would enable Murray as sole owner to sell the bar and recoup his investment. This pleases Gary because he will not have to work for Archie anymore, but Gary's joy is short lived when his Brother Barry knowing how much Gary hates working for Archie suggest a way that Murray can get capital from his half of the bar without selling it.
When Archie finds marijuana in the basement he believes it belongs to Billie and he kicks her out of the house. But the marijuana actually belongs to Stephanie who Billie is trying to protect, but Stephanie confesses the truth after Archie breaks up her party because Stephanie friends are using drugs.
Gary turns to drinking when Billie grows tired of their relationship and wants to Break up with him.
Barney gets a job as a salesman at a shady electronics store named "TV Heaven". Barney convinces Archie to replace the malfunctioning TV at the bar with a new TV, but Archie Does not trust or want to pay for delivery men and demands Barney help him install the TV Instead . During this process Barney drops the TV. When Barney's boss store owner Marty Marquetti refuses to replace it. Archie decides to take Marty to court where Barney is set to testify against Archie with his job on the line if he tells the truth.
Billie and Gary agree to be friends, but this is tested when Billie falls for Rick Baxter who unknowing to Billie is a old friend and childhood rival of Gary's. Billie and Rick start dating neither knowing about others relationship with Gary, nor Gary knowing that they are dating. All is let out in the open when Archie tries to clear up the situation.