5 of the best insurance movie characters

Ever since Hollywood began telling stories, writers have used the insurance industry to create intrigue, mystery, deception, tragedy, or just a seemingly dull office worker. At Esurance, we’re anything but dull (you should hear our wild watercooler chats). And so in honor of National Insurance Awareness Day, here are 5 insurance movie characters that are anything but boring.

1. Mr. Incredible, The Incredibles

What do superheroes do when they stop using their powers to save the world? They become insurance brokers, of course.

Forced into retirement by a lawsuit-loving public, family-man-of-steel Mr. Incredible (aka Bob Parr) starts working at Insuricare for (arguably) the meanest boss ever committed to cartoon. Despite this, Mr. Incredible still manages to use super-human knowledge of property insurance to save helpless old ladies.

2. Truman Burbank, The Truman Show

The unsuspecting star of his own 24/7 reality show, Truman Burbank’s life is meticulously controlled by an army of actors, technicians, and financiers.

But none of this stops the unassuming megastar from cheerfully supplying his fake town with some of the most upbeat insurance service ever seen. That is, of course, until Truman realizes that something’s weird in his world and takes a risk that’d leave most agents formulating a policy called “coverage from the unexpected discovery that your life’s a huge reality TV show.”

3. Reuben Feffer, Along Came Polly

As any good insurance expert will tell you — it’s all about the risk. But calculating the risk for specialist insurance accounts has left Reuben Feffer a little too anxious and afraid of life. Who else would know that they have “a 0.013 percent chance of being hit by a car on my way home, or a 1 in 46,000 chance of falling through a subway grate”?

Luckily, a rodent-owning hipster who looks like Rachel from Friends helps him reassess the risk in his life.

4. Vicki Anderson, The Thomas Crown Affair

At long last, Hollywood finally recognized that us insurance types can be a lot more than a bunch of cubicle-dwelling, number-crunching risk-assessors. Vicki Anderson is a cool, smart, and ruthless insurance investigator. She takes on billionaire thrill-seeker Thomas Crown like nobody else can, always trying to stay one step ahead of the game.

Is she manipulating him or is he manipulating her? For the most part, I don’t really care. I’m just hoping she has a comprehensive insurance policy for her spectacular and enormously expensive Ferrari 275 GTS/4 NART Spyder.

5. Barton Keyes, Double Indemnity

Walter Neff always gets a shout-out as the insurance guy from Double Indemnity, but for me it’s Walter’s boss Barton Keyes who steals the show. Always trying to convince Walter that life in the claims department is never dull, Barton delivers classic lines such as:

To me, a claims man is a surgeon. That desk is an operating table and those pencils are scalpels and bone chisels. And those papers are not just forms and statistics and claims for compensation. They’re alive! They’re packed with drama, with twisted hopes and crooked dreams.”

Unfortunately, Walter meets a femme fatale who lures him into the twisted hopes and crooked dreams Barton warned him about. Every insurance company needs a Barton Keyes.

Who’s your favorite character? Let us know which fictional insurance agent left an impression on you.

Insurance 101


about Omar

A copywriter of truly British proportions, Omar spent his formative years developing brands in London before moving to sunny California. A huge fan of savory pastries, scriptwriting, and stand-up comedy, Omar spends most of his time avoiding beaches (they’re just piles of yellow dirt), being mistaken for an Australian (for no clear reason), and playing the guitar (badly).