Determined to succeed in acting, Pompeo moved to Los Angeles
in 2001. A turning point came when she was selected by
director Brad Silberling in 2002 for a role in his film
Moonlight Mile playing Jake Gyllenhaal's sympathetic love
interest. She also appeared in the film Daredevil playing
Matt Murdock's (Ben Affleck) secretary Karen Page, but most
of her scenes were deleted from the theatrical version of
the film. In 2002, Pompeo appeared in Catch Me If You Can
and in 2003, Old School. Television guest roles include two
episodes of Law & Order and an episode of Friends. She
portrayed Jim Carrey's ex-girlfriend, Naomi, in the 2004
film Eternal Sunshine of the Spotless Mind. Although her
scenes were cut from the film, she felt grateful that
director Michel Gondry chose her to appear in his film.