She began working professionally as a dancer at Boulder's Dinner Theatre and Country Dinner Playhouse. There, she was spotted by a Minneapolis dinner theater director, Michael Brindisi, in 1995.[15] Adams relocated to Chanhassen, Minnesota and worked at the Chanhassen Dinner Theatres for the next three years. While she was off work nursing a pulled muscle, she auditioned for the satirical 1999 comedy Drop Dead Gorgeous, which was being filmed in Minnesota, and was cast in her first film role. Persuaded by her Drop Dead Gorgeous co-star Kirstie Alley, Adams moved to Los Angeles, California in January 1999.[9][15] Describing her first year there as her "dark year" and "bleak",[11] she recalled that she would "pine for that time" at Chanhassen because she "really loved that security and schedule", and said, "The people I worked with there were also a great family to me."[16] Shortly after arriving in Los Angeles, she was cast in Fox Network's television series spin-off of Cruel Intentions, Manchester Prep, in the role of Kathryn Merteuil. The series did not live up to the network's expectations and following numerous script revisions and two production shutdowns, it was canceled.[17] The filmed episodes were then re-edited to be released as the direct-to-video film, Cruel Intentions 2.
From 2000 to 2002, Adams appeared in a series of small films like Psycho Beach Party while guest-starring on television series such as That '70s Show, Charmed, Buffy the Vampire Slayer, Smallville and The West Wing. She then appeared in Steven Spielberg's Catch Me If You Can as Brenda Strong, a candy-striper with whom Frank Abagnale, 
Jr. (Leonardo DiCaprio) falls in love. It was, in Spielberg's words, "the part that should have launched her career" but she was unemployed for a year after that.[6][18] However, Adams said, "It was the first time I knew I could act at that level with those people. To be believed in by Steven Spielberg...
it was a huge confidence booster."[19] In 2004, she starred in The Last Run as well as voicing characters on the animated television series King of the Hill. She was also cast as a regular in the television series, Dr. Vegas, in the role of Alice Doherty but was later fired after a contract dispute.[20]
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