Level, 1 wins each over 2 singles meetings since 2022. Last meeting on 20/09/2023 at M15 Kursumlijska Banja.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 20/09/2023 | M15 Kursumlijska Banja | Round 1 | clay | Kountourakis | 4-6 6-3 4-6 |
| 21/11/2022 | M25 Heraklion | Qualifying 2 | hard | Drinic |
| clay | Drinic 0 - 1 Kountourakis |
| hard | Drinic 1 - 0 Kountourakis |
| 2023 | Drinic 0 - 1 Kountourakis |
| 2022 | Drinic 1 - 0 Kountourakis |
45 wins, 41 losses since 2021 (52.3%).
Last matches: D V V D V
116 wins, 108 losses since 2021 (51.8%).
Last matches: D V V V D
Level, 1 wins each over 2 singles meetings since 2022.
On 20/09/2023, at M15 Kursumlijska Banja (Round 1): Ioannis Kountourakis won 4-6 6-3 4-6.