In the autumn of 2001, Stiller brought one of his most popular MTV Video Music Awards incarnations to the big screen in the outrageously silly male-model comedy Zoolander, in which he successfully teamed with (real-life friend) Owen Wilson to carry stupidity to new heights.
In 2001 Stiller once again teamed with Wes Anderson collaborator Wilson for the widely praised comedy drama The Royal Tenenbaums. Cast as the estranged son of eccentric parents who returns home, Stiller infused his unmistakable comic touch with an affecting sense of drama that found him holding his ground opposite such dramatic heavies as Gene Hackman and Anjelica Huston. Though his work in 2002 offered little more than a few cameo performances and some vocal contributions to various animated children's shows, the busy comedic actor returned to the big screen for the 2003 comedy Duplex, directed by Danny DeVito. Though the film pairs Stiller and Hollywood bombshell Drew Barrymore as a couple willing to go to horrific extremes to land the much-desired eponymous living space, reviews were unkind and the comedy died a quick death at the box office. Stiller's next film -- the romantic comedy Along Came Polly -- fared considerably better on a fiscal level, but suffers from one unshakable problem: the complete implausibility of the central premise. Moreover, to many, it seemed almost desperate, at times, to top There's Something About Mary from the twin standpoints of scatology and raunch.
Spring 2004 promised a rebound when the electrifying duo of Stiller and Owen Wilson returned to the big screen with director Todd Phillips' celluloid recycling job Starsky & Hutch. Though Stiller and Wilson seemed the ideal pair for such a conceptually rich re-imagining of 1970s television, and the film boasted wonderful villainous turns by rapper Snoop Dogg and Vince Vaughn, reviews were once again lackluster and the film struggled to find an audience. Yet Starsky & Hutch did actually reap a profit, which (in a business sense) placed it miles ahead of Stiller's next film. Released a mere two months after Starsky & Hutch, the Barry Levinson comedy Envy sports a wacky premise; it explores the comic rivalry that erupts between two longtime friends and neighbors when one invents a product that makes dog excrement disappear. It also boasts a marvelous cast, replete with Stiller, the maniacal Jack Black, and the brilliant Christopher Walken. But for whatever reason (speculated by some as the film's inability to exploit the invention at the story's center) the film's sense of humor failed to catch fire and Envy died a quick box-office death. Stiller fared better with the ribald, anarchic summer 2004 comedy Dodgeball: A True Underdog Story, starring himself, Vince Vaughn, and Rip Torn.
For the following two years, Stiller once again contented himself largely with bit parts (2004's Anchorman: the Legend of Ron Burgundy, 2006's Tenacious D in the Pick of Destiny) until the Christmas 2006 release A Night at the Museum. In this effects-heavy fantasy, adapted from the popular children's book by Milan Trenc, Stiller plays Larry Daley, the new night watchman at New York City's Museum of Natural History, who discovers that the exhibits all spring to life after hours, from a giant skeletal Tyrannosaurus Rex to a waxen Teddy Roosevelt -- and seem content to hold Larry hostage. With supporting turns from such old pros as Dick Van Dyke and Mickey Rooney (reunited onscreen for one of the first occasions since 1969's The Comic) and magnificent special effects, the effort split critical opinion, but shot up to become one of the top three box-office draws during the holiday season of 2006.
Meanwhile, Stiller signed on to team with the Farrelly brothers for The Heartbreak Kid (2007), a remake of the 1972 Elaine May comedy of the same title; he also produced Blades of Glory, a comedy with Will Ferrell and Jon Heder as rival figure-skating champions vying with one another for Olympic gold.
