"Hustler's Ambition" was released as the album's lead single on August 9, 2005. The single is Jackson's personal favourite. The single peaked at #65 on Billboard Hot 100. The song is about Jacksons' rough time growing up and how he had to hustle to keep up with life.
"Window Shopper" was released as the album's second single on November 6, 2005 and serves as the film's theme song. The single peaked at #20 on the Hot 100. The single's version has a slightly different chorus, in which Jackson claims that Ja Rule, Jadakiss, Nas and Fat Joe are window shoppers, as he was feuding with these rappers at the time.
"Best Friend" was released as the album's third single on January 19, 2006. The single version features Olivia. The single peaked #35 on the Hot 100. The song is used throughout the film as a way for Marcus, Jackson's character, to lyrically flirt with Charlene, his love interest.
"Have a Party" was released as the album's fourth single on March 2, 2006. The song features Mobb Deep. The single peaked at #105 on the Hot 100, and was the worst performing single from the album. It also the least heard song from the album, only appearing in a very short segment when Marcus was in prison.
"I'll Whip Ya Head Boy" was released as the fifth and final single from the album on May 24, 2006. The song features Young Buck, and the single version also includes M.O.P.. The single peaked at #74 on the Hot 100, becoming the second worst performing single from the album. A number of remixes were also released.