In 1994, she guest appeared in the NBC series Saved by the Bell: The New Class episode "The Return of Screech", and followed that appearance with a role opposite Alyssa Milano in the horror-thriller feature Embrace of the Vampire. She was going to play the role of Amy Blue in the teen drama film The Doom Generation (1995), until her mother vetoed her playing the role at the last minute. She was replaced by Rose McGowan, who would later appear with her in Death Proof (2007). She spent the majority of the 1990s appearing in a variety of independent films, including Inside Out, Nowhere, Stand-ins, and Taking the Plunge. In 1999, she landed her first high-profile role as a popular teenager who tortures Drew Barrymore's character in the teen comedy Never Been Kissed, during its filming, Barrymore – who also produced the film – asked Ladd if she would like to appear in her film adaptation of Charlie's Angels (2000), but Ladd turned it down.

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