The Secret Life of Walter Mitty

Ben Stiller has made no secret of the fact that he has high hopes for The Secret Life of Walter Mitty. In June 2012, The New Yorker ran a profile of Stiller in which writer Tad Friend followed the director-star while making the film, an adaptation of the James Thurber short story. The article made it clear that Stiller, who’s had hits directing broader comedies such as Zoolander and Tropic Thunder, wanted to go for something more seriocomic and thoughtful in tone. He further solidified those aspirations this past summer by taking the rather unconventional step of sending out letters to the press explaining his ambitions for Mitty. “I hope it is funny and serious, epic and intimate, realistic while also being sort of a fantasy too,” he wrote.
Stiller’s The Secret Life of Walter Mitty is, indeed, all of those things—but not compellingly enough. It does lots of small things right but stumbles on the grand ideas that are meant to tie it all together. There’s a pleasure in watching Stiller try for something so bold—this is easily his most emotionally complex effort since Reality Bites—but one can’t escape the movie’s overly calculated attempt to be a big, comfy crowd-pleaser at the same time. It’s a movie about individuality that feels a tad impersonal.
The second film adaptation of Walter Mitty—the first was in 1947 and starred Danny Kaye—this new version stars Stiller as Walter, a photo editor at Life whose humdrum existence is supplemented by a rich fantasy life. (Some of these are shown with the kind of scale and budget you’d expect from a summer studio tentpole, complete with action sequences.) His mother (Shirley MacLaine) is ailing, and some new executives, headed by Adam Scott’s insufferably smug Ted, have purchased the iconic magazine and decided to shut down the print edition. But shy Walter has a ray of hope in his world thanks to a pretty coworker named Cheryl (Kristen Wiig) whom he imagines whisking away in one of his many daydreams.
Thurber’s original 1939 story was only a few pages long, so Stiller and screenwriter Steven Conrad have to invent a feature-length plot. What they’ve concocted disappoints. One of Walter’s favorite Life photographers, Sean O’Connell (a nicely subdued and Zen-like Sean Penn), has sent in a roll of film that includes the mystery image that will be the cover for the final print edition—except it’s missing from the roll. Meek Walter summons up the courage to go on a potentially dangerous globetrotting expedition in search of the reclusive Sean, and so we have a road movie that doubles as a personal journey.