Mihailo Popovic defeated Kirill Mishkin 6-4 6-3 in the M15 Monastir 2 q32 on hard. The result followed the form book — Mihailo Popovic came in leading the head-to-head 1–0. Mihailo Popovic extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2023-06-25 | M15 Belgrade 1 | Q64 | clay | Mihailo Popovic | 6-4 1-6 10-7 |