Nicole Pratt defeated Ai Sugiyama 6-1 7-5 in the Amelia Island round of 32 on clay. The upset overturned the form book — Ai Sugiyama came in leading the head-to-head 5–3. Nicole Pratt narrowed the head-to-head to 5–4.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2005-06-06 | Birmingham | R32 | grass | Ai Sugiyama | 7-5 6-4 |
| 2004-07-19 | Los Angeles | R32 | hard | Ai Sugiyama | 6-2 6-4 |
| 2004-02-23 | Dubai | R16 | hard | Ai Sugiyama | 6-2 6-2 |
| 2003-08-25 | US Open | R32 | hard | Ai Sugiyama | 3-6 6-4 6-3 |
| 2002-09-16 | Tokyo | R16 | hard | Nicole Pratt | 6-3 4-6 6-3 |
| 2002-02-25 | Scottsdale | R16 | hard | Nicole Pratt | 6-2 6-1 |
| 2001-07-30 | San Diego | R16 | hard | Ai Sugiyama | 6-3 4-1 RET |
| 2000-11-04 | Philadelphia | R32 | carpet | Nicole Pratt | 6-2 7-5 |
Each player's serve crossed against the other's return, converted to expected hold of serve. Recent completed matches, ATP, WTA & Challenger. About
Averages over each player's completed matches in the selected window (49 vs 172). ATP, WTA & Challenger.