Pamela Montez defeated Lauren Proctor 7-5 6-4 in the W25 Cancun q16 on hard. The upset overturned the form book — Lauren Proctor came in leading the head-to-head 1–0, but Pamela Montez had been the form player, winning 3 of their last 6 on hard. Pamela Montez claimed a first win over Lauren Proctor in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2019-08-01 | W25 Fort Worth | R16 | hard | Lauren Proctor | 6-3 6-4 |