The Pursuit of Happiness

Published on May 2, 2002 by Arrow, The Pursuit of Happiness by Douglas Kennedy is a tragic love story. It is a story of moral choices, choosing sides, and random fate.

Douglas Kennedy was born in New York City in 1955. He attended school at Bowdoin College in Maine and Trinity College in Dublin. In 1977, he returned to Dublin with just a few belongings and $300. He co-founded a theater company and sold his very first play: Shakespeare on Five Dollars a Day. He moved to London in 1980 and published a book on travel: Beyond the Pyramids. His debut novel entitled The Dead Heart was published in 1994. The Pursuit of Happiness is his tenth novel.

The Pursuit of Happiness examines the elusive nature of happiness and the nation’s challenges during the McCarthy era. The setting is post World War II (WWII) Manhattan during the Joseph McCarthy era.



The story opens with Kate, a middle-aged divorced single mother who works in advertising. Kate’s own mother has just passed away. At her funeral, Kate notices a mysterious and well-dressed older woman. Afterwards, Kate begins receiving distressing phone calls from this woman whose name is Sara Smythe. Kate is unaware that the distinguished Sara has been keeping tables on her since her childhood. She agrees to meet with Sara who has a secret connection to Kate.

Shifting to Sara’s point of view, she has gone against her parents’ wishes and left her home in Hartford, Connecticut and begun her literary journey in post WWII New York City. She lands a coveted job at Life magazine after publishing an acclaimed short story. She becomes part of an elite circle, frequenting parties in Greenwich Village hosted by her homosexual playwright brother, Eric. Eric too has escaped the confines of Hartford, and his and Sara’s stuffy, WASP parents, bent on an artistic career. Eric’s brief flirtation with the Communist party comes to an end when he fails as a working-class dramatist. He moves on to become a handsomely paid writer on a major network’s primetime variety show.

On the eve of Thanksgiving in 1945, Eric’s party is going strong. In walks Jack Malone, a United States Army journalist who just returned from Germany. He retains a worldview that is as different from Eric and his friends as can be. He meets Sara and they embark on a one-night stand. They declare their undying love and then Jack abruptly cuts off communication. Sara recovers from this encounter and is almost over Jack when she runs into him again in Central Park. They rekindle their romance.



Eric is vocal about his dislike and disgust for Jack. When Eric refuses to give up his former party associates to the House Un-American Activities Committee (HUAC), he is fired and blacklisted. His tragic end involves drinking himself to death. Sara is devastated but grateful to Jack for his support. That is, until she finds out that due to fear over losing his PR job, Jack ratted Eric out to the FBI.

Switching back to present, Kate struggles to carve out her own identity. Her father, a man she hardly knew, has died a long time ago. With her mother’s recent passing, Kate is just beginning to accept that she is now an adult orphan. Kate’s fragility due to this emotional experience makes her a relatable and likable character and inspires reader sympathy. Her emotions such as fear, anger, and unease are easily felt by the reader. When Sara enters Kate’s world, the reader feels protective towards Kate.

Sara’s secret connection to Kate is revealed in the manuscript she gives to her. It is the story set in the McCarthy era of civil obedience and adultery. It is about the 1940’s and 1950’s and Kate’s wartime romance with the man who happens to be Kate’s father.



These two women are opposites in most ways. Kate is a modern woman who reacts to heartbreak with a typical emotional outpouring along with whiskey tipping. She sees Sara’s wartime romance with her father as an unwelcome distraction during a time of emotional upheaval. In the end, Kate learns an important lesson about forgiveness.

Sara is elegant and refined but also dull and unimaginative. She lacks the emotion Kate possesses and is a less sympathetic character. She is smart and accomplished but humorless, dry, and totally repressed.

The Pursuit of Happiness is the story of a doomed love affair whose legacy extends into the next generation. It’s about the choices Sara and Jack make and the far-reaching consequences that last for decades. Kennedy weaves the prevalent fears of the time and the horrors perpetuated by McCarthy. The mass hysteria that occurred in the late 1940’s and early 1950’s are reminiscent of modern-day’s war on terror and the omnipresent Department of Homeland Security. It is a well-told and captivating story with authentic and realistic characters.