Born in Los Angeles, CA, on April 10, 1988, Osment set his acting career into motion as many actors do, by appearing in commercials and taking small roles on television. Accompanied by his father to an audition for a Pizza Hut commercial and initially discouraged by the overwhelming amount of children vying for the role, Osment eventually stuck out the wait at his father's request and landed the role that would launch his career. Soon making his feature debut as the youthful counterpart of the titular character in the phenomenally successful Forrest Gump in 1994, Osment alternated between television (Murphy Brown and The Jeff Foxworthy Show) and film (Mixed Nuts and Bogus) while frequently appearing in such made-for-TV movies as The Ransom of Red Chief before making his breakthrough in director M. Night Shayamalan's The Sixth Sense.

Following the success of The Sixth Sense with the well-intended but fatally flawed feel-good failure Pay It Forward, Osment escaped relatively unscathed as critics recognized the young actor's exceptional performance in what was otherwise a flop with critics and audiences alike. Imagination was the key to Osment's next project, director Steven Spielberg's long-anticipated, much-hyped A.I. An elaborately futuristic tale of an android that aspires to experience human emotion, A.I. was the first and only collaboration of two of the most influential filmmakers of the 20th century, the late Stanley Kubrick (who conceived the story based on Brian Aldiss' short-story Supertoys Last All Summer Long) and Spielberg. In addition to appearing onscreen, Osment lent his voice to a number of animated films in 2000 and 2001, including the Disney sequels The Hunchback of Notre Dame II and The Jungle Book II.