Kirkland's biggest career highlight was reaching the fourth round of the Tier I Pacific Life Open at Indian Wells in March 2005, beating number 22-seeded Marion Bartoli 6–0, 6–1 en route.
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The 1997 Newsweek Champions Cup and the State Farm Evert Cup were tennis tournaments played on outdoor hard courts that were part of the Mercedes Super 9 of the 1997 ATP Tour and of Tier I of the 1997 WTA Tour.