Bradshaw started her professional career in
1999, in the qualifying competition for the
Acura Classic in her hometown,
San Diego, however she lost to German
Anke Huber. The
following year she spent most of her time playing on the
Satellite Tour but again entered the qualifying competition for the
San Diego tournament, losing in the second qualifying round against
Anne Kremer. She also lost out in qualifying for the WTA
Philadelphia tournament (defeated by
Gréta Arn). In 2000, she made her
Grand Slam singles debut at the
US Open. Bradshaw was given one of the
wild cards awarded to American players and therefore entered at the first round. She overcame
Sarah Pitkowski (ranked number 46 in the world) in the first round before beating
Marissa Irvin (ranked 75). In the third round, however, she lost to the world number nine and experienced Spaniard
Arantxa Sánchez Vicario 7–6(2), 6–0. ==WTA titles==