Fiona Wallice (LISA KUDROW) develops a new brand of therapy for the Internet, called Web Therapy. To generate interest, she contacts an old employer with whom she's had a dicey past and takes on a client who has a highly promotable problem.
Fiona hopes to exploit the sexual issues of her client Jerome to impress her former employer and potential investor. Meanwhile, frustrations in her marriage lead her to flirt with several men.
After her business proposal is rejected by her mother, Fiona encounters another obstacle: Ted Mitchell, who's been hired the Lachman Brothers to evaluate Fiona's abilities - and gets more than he bargained for!
Fiona blackmails her new client, marketing executive Claire Dudek (JANE LYNCH), in order to garner her expert promotion skills for Web Therapy -- and fate hands her a new client with a job tailor-made for promotion exploitation.
Business is booming for reasons unconnected with Fiona's expertise, but she's not complaining - until she gets a new client who has a personal connection with the Wallices.
Fiona hits it off professionally and personally with a new client -- media mogul Austen Clarke -- until her marriage to Kip suddenly becomes much more attractive.