Jelena Dokic defeated Meghann Shaughnessy 6-2 6-4 in the New Haven round of 32 on hard. The upset overturned the form book — Meghann Shaughnessy came in defending last year's round of 16, but Jelena Dokic had been the form player, winning 2 of their last 8 on hard. Jelena Dokic extended the head-to-head to 4–3.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2004-05-03 | Berlin | R64 | grass | Meghann Shaughnessy | 6-0 6-3 |
| 2003-02-24 | Scottsdale | R16 | hard | Meghann Shaughnessy | 6-4 6-2 |
| 2002-09-23 | Leipzig | R16 | carpet | Meghann Shaughnessy | 6-2 6-4 |
| 2002-05-20 | Strasbourg | SF | clay | Jelena Dokic | 6-1 6-2 |
| 2001-10-30 | WTA Tour Championships | R16 | carpet | Jelena Dokic | 7-6(4) 6-2 |
| 2000-09-30 | Tokyo | R32 | hard | Jelena Dokic | 6-4 6-2 |
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 (76 vs 94). ATP, WTA & Challenger.