Olivia (Jennifer Aniston), Jane (Frances McDormand), Franny (Joan Cusack) and Christine (Catherine Keener) have been friends forever. All are married except for Olivia, who is floundering. She’s a dropout, a pot-smoking loser who has given up teaching to clean houses and taken to dialing her married ex-boyfriend’s number at night just to hear the annoyance in his voice. All of her friends have money, children and successful careers. But underneath the slick exteriors of their modern L.A. homes lay various forms of discontent.
Friends with Money isn’t an easy comedy, but it takes full advantage of the ensemble of talented actors writer/director Nicole Holofcener (Walking and Talking, Lovely and Amazing) has assembled. The film is made up of sideways glances and offhand remarks and the characters are perfectly smug smart-asses, each caught in a trap of their own design. They are just as willing to lend support to their friends as they are to turn around and gossip about them behind their backs.
The striking contrast between the haves and the have-nots comes out over dinner one night as Franny and her husband struggle to figure out how to give away their money. When Jane asks how much and discovers it’s over two million dollars, she suggests the couple give some of the cash to Olivia, who is cleaning houses for a living. Naturally, the suggestion makes everyone uncomfortable. Frances McDormand’s Jane spends the whole film calling people on their petty behavior, wrapping her smirk around the words everyone else is thinking but would never say.
Later in the film, Olivia asks Franny for a small loan. Franny insists that the money she has inherited is not her own to give — because she’s married, but actually she thinks the loan will just be a waste. Anyone who has ever had a difficult conversation about money with a rich friend will recognize the exchange. In response to Olivia’s claim that Franny doesn’t understand how hard it is to make a living, Franny says, “I feel like I work. I feel like taking care of my kids is work.” To which Olivia replies, “But you have full time help!”
Olivia IS the help. She spends her time cleaning up other people’s messes. That’s the central joke of the film, Olivia is on the inside looking IN. Her friend’s philanthropy is a form of non-emotionally intrusive competition with other wealthy people. Franny has to give the money away impersonally, because giving within her own circle would force her to see the reality of her money and therefore examine her own situation. All she really wants to do is feel generous, to feel good about herself.