Texas filmmaker Wes Anderson cut his directing teeth making Super 8mm movies with his brothers and went on to cable access television before meeting frequent collaborator Owen Wilson at the University of Texas in the late 1980s. The two made their film debut with the 1992 short "Bottle Rocket", a sparse, black and white film about two young burglars starring Wilson and his younger brother Luke. Championed by screenwriter-actor-director L. M. 'Kit' Carson and screened to acclaim on the festival circuit, the project gained the attention of producers Polly Platt and James L. Brooks and Columbia Pictures eventually offered Anderson a $6 million budget to fashion a full-length version of the story. Following two Texans who try their hand at a life of crime in search of some focus or sense of belonging, the 1996 film (co-scripted with Owen Wilson and co-starring both Owen and Luke Wilson) bombed at test screenings and opened to mostly positive critical notices but disappointing box office numbers. Weird, warm and at times riotously funny, the quirky, atmospheric piece didn't connect with most moviegoers but it found a devout cult audience, even earning a place on esteemed filmmaker Martin Scorsese's list of the best films of the 1990s. Anderson had already found his voice with "Bottle Rocket", his evocative use of color and music making the film something of a transcendence for those who caught on, while the feature also effectively launched the careers of stars Luke and Owen Wilson.

Anderson's second feature effort "Rushmore" (1998) was afforded about twice the budget of "Bottle Rocket" despite its predecessor's relative failure. With this film, Anderson and Owen Wilson revisited the misguided but tenacious enthusiasm espoused by "Bottle Rocket"'s Dignan. In "Rushmore" the well-meaning maniac in question was fifteen-year old Max Fischer (Jason Schwartzman), a prep-school student with an overwhelming slate of extracurricular activities but lackluster grades who loves first grade teacher Miss Cross (Olivia Williams) almost as much as he loves the titular school itself. Max's journey of friendship (relationships with Bill Murray's bemused businessman and Mason Gamble's earnest and wise fourth grader blur the line between mentor and mentored), loss and self-awareness is handled with both an unwavering eye and palpable affection, the audience learning to love him as they note his missteps. Full of the kind of singularly evocative and empathetic moments (most tied inextricably to the seminal soundtrack) that have set Anderson apart from his contemporaries from the beginning, "Rushmore" reached a much wider audience than "Bottle Rocket", bringing in over $17 million in box-office grosses and becoming a favorite of many critics and movie fans alike.

Anderson's next project "The Royal Tenenbaums" was set in NYC, the filmmaker's adopted home since 1999. A story about a family of child prodigies who never reach their potential, the film boasted Anderson's most impressive cast, with Gene Hackman as the eponymous patriarch, Anjelica Huston as the graceful mother, Danny Glover as her gentlemanly suitor, Ben Stiller, Gwyneth Paltrow and regular Luke Wilson as the three siblings in a state of arrested genius and Owen Wilson, Bill Murray and Anderson's unlikely staple Kumar Pallana (an Austin yoga instructor who befriended Anderson and the Wilsons and has appeared in every feature) with fully-realized supporting turns. Continuing to use music and setting as characters in and of themselves, Anderson outdid himself. Breathtaking moments between strangely attracted siblings Margot (Paltrow) and Richie (Luke Wilson) were created through precise employment of music (including Nico's "These Days" and The Rolling Stones' "She Smiled Sweetly") and a perfectly restrained touch while Anderson's Manhattan is hyperbolic, almost cartoonish, a New York City where New Yorkers are from pages of The New Yorker, all cabs are dispatched by the Gypsy Cab Co. and people swim and stay at the 375th St Y. Mixing the colorful characters with hyperrealistic surroundings, Anderson succeeded in setting the scene and bringing his script to life though mixed critical reception seemed to indicate that the film didn't resonate with people quite the way "Rushmore" had.