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15Calista Flockhart

Calista Flockhart's acting career started on the edge of the 90's with an '89 TV appearance as a baby sitter on dramatic series Guiding Light and onstage performance, alongside another actress on this list, Melissan Joan Hart. She still worked in obscurity for years, small parts here and

there, but with 1998's The Practice, the Midwest-born actress scored her most memorable role as uncertain and awkward but highly capable eventual-lawyer, Ally McBeal. The character struck such a chord with viewers that Calista was able to round out the decade pre-Y2K with a hit spin-off named for her most endearing character.

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