Michael Douglas stars as professor Grady Tripp, a novelist who teaches creative writing at a university but has been unable to finish his second novel.
After the film failed at the box office, there was a second attempt to find an audience with a new marketing campaign and a November 8, 2000, re-release, which was also a financial disappointment.
Meanwhile, Grady's editor, Terry Crabtree, has flown into town on the pretense of attending the university's annual WordFest, a literary event for aspiring authors.
The pair become intimate in a bedroom at the Gaskells' party, but immediately afterward, Terry meets James and becomes infatuated with him, and Antonia is unceremoniously sent home.
Worried that Grady's choice comes at the expense of damaging James's future, Terry convinces Walter not to press charges by agreeing to publish his book about Joe DiMaggio and Marilyn Monroe.
Finally, Grady narrates the fate of the main characters: Hannah graduates and becomes a junior editor, James drops out and moves to New York to rework his novel for publication, and Terry "goes right on being Crabtree."
Grady finishes typing his new book – now saved on a computer – which is an account of the recent events, then watches as Sara and their child arrive home.
When he was given the writer's script for Wonder Boys and was told that Michael Douglas was interested in starring, he "fell in love with these characters – and they made me laugh.
"[8] Kloves, best known for writing and directing The Fabulous Baker Boys, returned to the film business after a self-imposed seven-year retirement to adapt Michael Chabon's novel for the money and also because he identified with Grady.
[9] Paramount was not interested in making a quirky, character-driven comedy drama until Douglas agreed to work well below his usual large fee.
[12] One of the challenges for Hanson was to take a plot that, as he put it, "is meandering and, apparently, sort of aimless," and a character that "does things that even he doesn't really know why he's doing them," and try to create a "feeling of focus" to keep the audience interested.
Reportedly, Downey acted professionally for the entire four-and-a-half month shoot, but after it ended, he returned to Los Angeles and violated his parole.
[13] In an interview with Marc Maron, actor Rob McElhenney stated that he was initially cast in a minor role as Holmes' love interest, but was informed by Hanson that he would be cut out of the film during post-production.
"[15] Wonder Boys was filmed in Pittsburgh, including locations at Carnegie Mellon University, Chatham College, and Shady Side Academy.
Spinotti had six weeks of pre-production, which he used to perform a variety of tests and shoot a number of important background plates for several scenes that take place at night, in cars.
[16] Hanson had been a fan of Bob Dylan's music since childhood and a great admirer of his soundtrack for Pat Garrett and Billy the Kid.
[9] The entire soundtrack is integrated into the film with Hanson playing some of the songs for the actors on the Pittsburgh set to convey a scene's "aural texture," as he put it.
[20] In a four-star review, Roger Ebert, film critic of the Chicago Sun-Times, praised Wonder Boys as "the most accurate movie about campus life that I can remember.
[21] Emanuel Levy of Variety wrote, "The movie's frivolous touches and eccentric details emphasize its dry, measured wit and the power of comedy to underscore serious ideas.
Scott from The New York Times wrote, "The problem is that everyone involved seems to have agreed that it was a great idea for a movie and pretty much left it at that".
[23] In his review for Time, Richard Corliss wrote, "Wonder Boys reminds us of a distant age (the '70s) when bad movies were better: not stupid teen romps but sad, off-kilter studies of adults adrift.
[24] Entertainment Weekly gave the film a "C+" rating and Owen Gleiberman wrote, "Curtis Hanson may have wanted to make a movie that gleamed with humanity as much as L.A.
"[25] Looking back in his Salon.com review, critic Andrew O'Hehir felt that Hanson, "and cinematographer Dante Spinotti capture both Pittsburgh (one of the most serendipitously beautiful American cities) and the netherworld of boho academia with brilliant precision.
If you went to a liberal-arts college anywhere in the United States, then the way Grady's ramshackle house looks in the wake of Crabs' enormous all-night party should conjure up vivid sense-memories".
[28] In an interview with Amy Taubin, Hanson said, "The very things that made Michael and I want to do the movie so badly were the reasons it was so tricky to market.