D. Popovski advanced when Anja Stankovic retired 1-1 in the W15 Kursumlijska Banja 1 round of 32. D. Popovski claimed a first win over Anja Stankovic in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2025-07-19 | W15 Kursumlijska Banja 11 | QF | clay | Anja Stankovic | 6-2 6-1 |
| 2025-05-01 | W15 Kursumlijska Banja 2 | R16 | clay | Anja Stankovic | 7-6(8) 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.