Later that year, the ingenue had her most visible role to that point, with a supporting part alongside such notables as Lili Taylor and Catherine Zeta-Jones in the romantic comedy "High Fidelity", playing one of record store owner Rob Gordon (John Cusack)'s "Top Five All Time Breakups". She played Penny, Rob's remarkably nice high school girlfriend who shuns the teenage boy's advances only to quickly succumb to her next suitor when Rob breaks her heart. As the scarred but successful former golden girl, Carter gave a sweetly funny and memorable performance. Soon after "High Fidelity" bowed in theaters, the actress made her regular series debut, starring as Heather Miles, a neophyte doctor with a unique perspective working in the trenches of a New York City psychiatric hospital in Peter Berg's edgy medical drama "Wonderland" (2000).