Sizya Ernest Kivanda defeated Milen Ianakiev 6-2 2-6 10-8 in the M15 Heraklion 10 q64 on hard. The result followed the form book — Sizya Ernest Kivanda came in leading the head-to-head 1–0. Sizya Ernest Kivanda extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2019-08-05 | M25 Chiswick 1 | Q32 | hard | Sizya Ernest Kivanda | 6-2 6-4 |