Anne Keothavong defeated Jill Craybas 6-3 6-3 in the Nassau 100K round of 16 on hard. Anne Keothavong extended the head-to-head to 3–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2011-10-24 | Barnstaple 75K | R16 | hard | Anne Keothavong | 6-2 6-0 |
| 2009-05-18 | Warsaw | R16 | clay | Anne Keothavong | 3-6 6-3 6-1 |
| 2008-07-21 | Los Angeles | R64 | hard | Jill Craybas | 6-3 6-2 |
| 2004-02-23 | St Paul MN 50K | QF | hard | Jill Craybas | 6-2 7-6(4) |
Averages over each player's completed matches in the selected window (26 vs 13). ATP, WTA & Challenger.
Performance in the biggest moments — break points, deciding sets and tiebreaks (0–100, higher is better). About
Each player's serve crossed against the other's return, converted to expected hold of serve. Recent completed matches, ATP, WTA & Challenger. About