She attended New York University (NYU), as well as acting classes at the Stella Adler Conservatory, the Column Theatre, and the Stonestreet Screen Acting Workshop.
In 1990, during her time at Cranbrook Kingswood, Blair was involved in a production of T.S. Eliot’s Murder in the Cathedral.
Blair began auditioning in the mid-1990s. Her first audition was for a cereal commercial.
She won her first professional role in 1995 in an episode of the children's television sitcom The Adventures of Pete & Pete, where she portrayed the love interest of the main character, Big Pete