Vladica Babic defeated Jamie Loeb 6-2 6-4 in the W60 Ashland round of 32 on hard. Vladica Babic extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2019-10-31 | W80 Tyler | R32 | hard | Jamie Loeb | 7-5 6-2 |
| 2019-10-17 | W25 Waco | R16 | hard | Vladica Babic | 6-4 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.