Research the paintings that Wasserstein mentions in The Heidi Chronicles. Discuss the parallels between them and the events depicted in the play.

What is the role of feminism and other women in Heidi's life? Are her male friends ultimately more important? Is The Heidi Chronicles truly a feminist play?

Compare and contrast The Heidi Chronicles and The Big Chill, a movie about the same generation. Do both groups of characters share similar problems and concerns?

In The Heidi Chronicles, Heidi says "Have you ever noticed that what makes you a person keeps you from being a person?" What do you think Wasserstein meant by this comment?