5 Classic Books and Films That’ll Make You Want to Quit Your Job

Labor Day’s over, and so’s the summertime illusion of a life lived free from normal responsibilities—but that doesn’t mean you can’t fantasize about it. In Mary Kay Zuravleff’s new novel, Man Alive! (Farrar Straus and Giroux, $25), a pediatric psychiatrist and family man named Owen Lerner is struck by lightning while feeding a parking meter. The electric shock rewires his brain, and now the only thing he wants to do is set up the grill in the backyard and cook—all day, every day. Of course, this novel is only the latest in a long line of fictional postwar explorations of rejecting cultural norms—family and professional life included.

Inspired by Zuravleff’s new book, we rounded up five classic nonconformist-men-searching-for-meaning novels and films—spread across five decades. Spoiler alert: It never ends well.

1. On the Road, Jack Kerouac (1957)
Kerouac’s Beat Generation-defining, autobiographical road-trip novel hardly needs introduction. It does, however, need explaining, if only for the many irritating fans who unreservedly idolize the story’s lead character, Dean Moriarty, an icon of male freedom (and a barely disguised version of real-life counterculture hero and womanizer Neal Cassady). Many readers never seem to notice Kerouac’s nuanced, ambivalent, and sometimes even melancholy treatment of Moriarty, not to mention the abandoned families and broken promises he leaves in his wake.• • •

2. Rabbit, Run, John Updike (1960)
Updike claimed that he never read On the Road, but that didn’t stop him from writing his second novel as a response to the Kerouac novel. Rabbit, Run, which tells the story of former basketball star Harry “Rabbit” Angstrom’s escape from married suburban life, is meant to be, in Updike’s own words, “a realistic demonstration of what happens when a young American family man goes on the road—the people left behind get hurt.” He was fully aware of freedom’s enduring appeal, however, and, as he later wrote, intended the book to end “on an ecstatic, open note that was meant to stay open, as testimony to our heart’s stubborn amoral quest for something once called grace. The title can be read as a piece of advice.”• • •

3. Five Easy Pieces (1970)
Jack Nicholson became a star with his role as an alcoholic ACLU lawyer in Easy Rider, one of the major classics of the dropping-out genre, but he delivers an even greater performance in Bob Rafelson’s moody Five Easy Pieces, which debuted just as the liberating dream of the 60s was beginning to pall. Here, Nicholson—at the peak of his powers—plays a wealthy former piano prodigy who has dropped out of his confining, privileged life for a simple blue-collar gig on an oil rig with a ditzy waitress girlfriend named Rayette (Karen Black). Though he takes Rayette along on a family visit to see his ailing father, the reunion doesn’t go smoothly (to put things mildly). Nicholson’s character doesn’t do well with women in general, as demonstrated most memorably in the film’s legendary chicken-salad-sandwich scene. Future Nicholson “bad boy” performances are sugar-coated dilutions by comparison.• • •

4. Lost in America (1985)
The 60s were long, long over by the time Albert Brooks released his funniest and warmest satire, Lost in America, in the middle of the Reagan era. The film’s premise: When L.A. ad man David Howard is fired after reacting poorly to not getting an unexpected promotion, he convinces his wife (Julie Hagerty) to quit her job, too. They sell their house, buy a Winnebago, and intend to live life on the road, “like in Easy Rider.” This time, the dream of freedom proves even more elusive than before: the Howards end up making it about 270 miles (the distance to Vegas) before their plans (and nest egg) disintegrate.• • •

5. American Beauty (1999)
At least Brooks made it out of the state. In Sam Mendes and Alan Ball’s Oscar-winning hit, the discontented patriarch played by Kevin Spacey barely even makes it out of the house. Smoking pot, taking a fast-food job, working out in the garage, and fantasizing about his daughter’s cheerleader friend more or less defines the extent of his rebellion. By this point, it feels like even in fantasy, we aren’t allowed to pretend that escape is possible—at least not in our normal, everyday world. Perhaps that’s why all of those civilization-ending zombie apocalypse movies suddenly seem so popular in books and film. But that’s a whole other list…

Discover

Why Watches Matter Now

I started Hodinkee from my cubicle at a large Swiss bank in 2008, when I was 25 years old. I soon left that cushy...

Can Psychopathy Help You Get Ahead?

There's a fine line between enjoying Francis Underwood, Kevin Spacey's pathologically Machiavellian politician on the Netflix series House of Cards, and wanting to be Francis Underwood—and...

Louise Mensch: ‘Twitter owns general conversation’

Meet Louise Mensch; she’s a best-selling fictional author, one of the most spoken-about and talk-show famous Tory MPs in history, the wife to Peter...

The Last Pair of Aviators You’ll Ever Buy

There are 100 days between March 12 and June 21, the official beginning of our favorite season. So every day between now...

Why Everyone Is Suddenly Drinking Matcha Tea

The potent green tea is packed with antioxidants—and a catchy history. When it comes to buzzy energy drinks,...

Sponsor

Latest

Hyundai Veloster Turbo SE 1.6 T-GDi

HYUNDAI makes some really exciting, different looking cars these days. The Veloster is perhaps the one that turns heads the most.

How to Buy a Vintage Watch

Though the world of vintage-watch collecting can seem intimidating, these steps will get you started the right way.

Upgrade Your Scent: 5 Strong and Sophisticated Fragrances

Scent says a lot about a guy. We don't just mean smelling good—as in you showered—but a...

Presinger: Best Destination Winery in Austria

This sophisticated Viennese winery operates nearly entirely by hand and has a nearby eco resort. Plus: Where to eat and stay...

Things to Do in Egypt

My family and I went to a resort in  Hurghada last year. If you're looking for a jam-packed holiday (rather than just a relaxing one), read on to find out what else  Egypt  has to offer to you and your family. The Desert Rose hotel is a family-friendly resort....