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.'Tennis - WTA Indian Wells results - Jessica Kirkland' (Retrieved March 15, 2005) Her biggest ITF title came when she won the singles of the $50,000 event at Carson, California in June 2007.
