Pamela Montez defeated Kennedy Shaffer 6-2 6-1 in the W25 Sumter round of 32 on hard. The upset overturned the form book — Kennedy Shaffer came in leading the head-to-head 1–0, but Pamela Montez had been the form player, winning 5 of their last 8 on hard. Pamela Montez claimed a first win over Kennedy Shaffer in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2019-12-07 | W15 Norman 2 | SF | hard | Kennedy Shaffer | 6-3 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.