One of his earliest jobs in the film industry was when, as a young man, he worked as a messenger for the Writers' Guild of America. During this time, he wrote several screenplays.　　Solondz's first color film with sync sound was the short "Schatt's Last Shot" (1985). Solondz played a high schooler who wants to get into Stanford, but cannot because his sadistic gym teacher fails him. He also has no luck seducing the girl he desires. It was a student film, and is still screened at NYU, where Solondz made it.　　Solondz's first feature was Fear, Anxiety & Depression (1989), a piece about a writer (Solondz) writing a play and sending it to Samuel Beckett.　　Solondz found great critical acclaim with his second feature, Welcome to the Dollhouse (1995), a film about the cruelty of junior high school, parents, adult figures, and suburban life. The film won awards at Sundance, Berlin, and countless other festivals for its cruel realism, bitter humor, and unflinching portrayal of adolescence.　　His third feature effort, Happiness (1998), was a wildly edgy and provocative film. The film revolves around a group of people who are miserable in their conventional lifestyles and pursue happiness in various forms of perverse sexuality. It featured a murderer, a rapist, a pedophile, and a man who harasses others with sexually obscene phone calls The film incited major controversy and was dropped by its original distributor, only to be picked up by another company. One of the particularly controversial aspects of the film was the element of the child psychologist as a repressed pedophile. In the film, he molests his son's friend at a sleep-over; but the character was sympathetic and deftly presented. Once again, the film was lauded with numerous awards and strong critical praise.