2000
In an attempt to impress her first client, Sarah turns the record/CD store into an office for her new business, called "Temporary Sanity," with a little help from Maguire and Spencer. But when Maguire's boss discovers him assisting with another business in the store, he fires him and Sarah feels guilty. Meanwhile, Romy sees that she needs to make some changes in her own life with J.B. when Aaron tells her that he happens to be HIV positive which puts a new view in Romy's head on life in general. Danny, Joss' new wealthy investor boyfriend, tells her that he's going to Aruba on business and invites her along, but she is reluctant to go.
2000
Spencer discovers Sarah's role in his e-mails with Leya while she is reluctant to start dating him again. Meanwhile, Romy fires her agent in a frantic career drive that prompts Sarah to set her own sights once again on her singing career and asks Maguire for help. Romy tries to get into an off-Broadway show, but learns that she cannot get in without an agent, she resorts to lying and cheating her way in and becomes the lead actress' understudy.
2000
Sarah, more discouraged then ever on what she wants to do with her life, gets an idea when she helps Spencer out with a web site launch party and decides to open up her own temp agency. But when Sarah manages to finagle her way into a high-powered company to land her first client, Spencer is less encouraging after his own web site fails. Meanwhile, Romy and Aaron, the assistant director for the play she is understudying, spend time rehearsing together which makes J.B. jealous.
Mon, Nov 1, 1999
Fitzwirth gets Sarah (having chanced her last name to Merrin, her birth mother's name) a job as a personal assistant to a wealthy Upper East Side matron with a menagerie. When the woman's snobbish son, Spencer, invites Sarah to a formal banquet just to show off to his peers, Sarah quits. Meanwhile, Maguire expresses feelings for Sarah, unaware about Bailey Salinger, her boyfriend back in San Francisco. Also, Romy and J.B. have their first date which turns bad since Romy has a thing for the theater, and J.B. has a thing for gambling.
Mon, Nov 15, 1999
Sarah is steered toward a singing career by a "well-connected" man, named Tony. But Maguire correctly suspects that Tony is interested in more than Sarah's music which she asks a reluctant Maguire to pose as her boyfriend to Tony. Meanwhile, J.B. is unavailable to celebrate Romy's success when she lands a small roll on a TV soap opera when he renews a secret relationship with Joan, a wealthy older woman whom he relies on for his income and personal pleasure.
2000
After Sarah finally breaks up with Spencer after telling him that that their relationship cannot work out, he withdraws all of his investments into her agency, which takes a turn for the worse when a disgruntled client sues her. Meanwhile, J.B. is trying to land a new client for his sales scam and finds one, only that the client turns out to be an undercover cop who arrests him for insider trading and mail fraud in which after questioning J.B., begins investigating Sarah. Also, Romy continues to audition for a Broadway role, and Cecelia's relationship with Andy grows to a point of wanting a commitment in which he asks her to marry him, and she accepts.
2000
After Detective Gordon Merrin reveals to Sarah that he is her biological father, she is a little disappointed that Gordon is just an ordinary person who has been married and divorced three times, and has nothing but contempt for her mother who abandoned him over 20 years ago. Meanwhile, J.B.'s trial for his involvement in the money scam begins in which he gets a three-month prison term and is forced to say goodbye to Romy, who finally goes on her way after she lands an important role in a major Broadway play. Joss decides to revamp her own career by landing a lucrative job as the bartender at the club, and Cecelia and Andy announce to everybody of their engagement. When Sarah decides to close down her temp agency and return to San Francisco, feeling that her life effort to start over has been a failure, Maguire helps by giving her his money and moves away to go on tour playing his guitar. After Maguire leaves town, Sarah saves her agency and decides to stay in New York to be near her father.
Mon, Nov 8, 1999
Having money problems, Sarah and Romy throw a singles party for profit in their apartment. During the party, after getting a letter from Bailey in San Francisco announcing their breakup, Sarah decides to do "something outrageous," with her now free-spirited life which leads her to drink, party, get a tattoo and consider spending the night with Spencer. Romy also becomes concerned about J.B. who becomes acquainted with a few too many girls that show up. Meanwhile, Maguire gets jealous when a musician friend of his, named Kenny, hits on Joss. Also, Cecilia becomes acquainted with an orthodontist, named Andy Beam, who shows a strong interest in her.
2000
In the days after Molly's murder, Maguire fortifies the apartment for a tense Sarah still in fear for her own safety, while Spencer offers her a distraction by taking her out to a dance club, which reinforces Maguire's jealousy. Meanwhile, J.B travels to Portland, Maine to ask Romy to return to New York where he also squares off against her father when she doesn't want to return with J.B. to the city. Also, Cecilia and Andy's relationship grows to a point of intimacy where he finds the sex with her an adventure, but she mistakenly thinks that's all he's interested in.
Wed, Jun 21, 2000
Molly jumps in when Romy can't join Sarah to audition for a jingle-singing gig, which they win together. But later, tragedy precludes them from doing the job when Molly is killed by a mugger in a deserted alley. This devastates everyone, especially Romy, who feels frustrated at not being able to have done anything for Molly. After an encounter with Molly's visiting father, Romy decides she needs a break from the city. Maguire also deals with his own anger and frustration and gets no help from Joss, who does not think that it's a big issue. Also, Sarah deals with her own shock at this turn of events and is befriended by Douglas, the detective in charge of the investigation.