Dusan Obradovic leads 2 to 1 over 3 singles meetings since 2024. Last meeting on 28/05/2025 at M15 Doboj.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 28/05/2025 | M15 Doboj | Round 1 | clay | Kupcic | 7-6(5) 6-4 |
| 22/05/2025 | M15 Brcko | Round 2 | clay | Obradovic | 5-7 6-2 5-7 |
| 01/05/2024 | M15 Osijek | Round 1 | clay | Obradovic | 3-6 2-6 |
| clay | Obradovic 2 - 1 Kupcic |
| 2025 | Obradovic 1 - 1 Kupcic |
| 2024 | Obradovic 1 - 0 Kupcic |
180 wins, 131 losses since 2021 (57.9%).
Last matches: D V V V D
131 wins, 101 losses since 2021 (56.5%).
Last matches: D D D V D
Dusan Obradovic leads 2 to 1 over 3 singles meetings since 2024.
On 28/05/2025, at M15 Doboj (Round 1): Jan Kupcic won 7-6(5) 6-4.