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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. Dylan admired Hanson's previous film, L.A. Confidential and after much convincing, screened 90 minutes of rough footage from Wonder Boys. Hanson picked Dylan because, as he said, "Who knows more about being a Wonder Boy and the trap it can be, about the expectations and the fear of repeating yourself?"

In addition to Dylan, Hanson built the score around nine singer-songwriters including Leonard Cohen and Neil Young. 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. The soundtrack features several songs by Bob Dylan, including one new composition, "Things Have Changed," which would win the Academy Award for Best Original Song. Hanson also created a music video for the song, filming new footage of Bob Dylan on the film's various locations and editing it with footage used in Wonder Boys as if Dylan were actually in the film. According to Hanson, "Every song reflects the movie's themes of searching for past promise, future success and a sense of purpose."

1 Bob Dylan– Things Have Changed 5:08
2 Buffalo Springfield– A Child's Claim To Fame 2:10
3 Tom Rush– No Regrets 3:51
4 Neil Young– Old Man 3:59
5 Bob Dylan– Shooting Star 3:08
6 Tim Hardin– Reason To Believe 1:58
7 Little Willie John– Need Your Love So Bad 2:15
8 Bob Dylan– Not Dark Yet 6:28
9 Clarence Carter– Slip Away 2:31
10 Leonard Cohen– Waiting For The Miracle 7:42
11 Bob Dylan– Buckets Of Rain 3:29
12 John Lennon– Watching The Wheels 3:30
13 Van Morrison– Philosophers Stone 6:03