Yosuke Watanuki leads 2 to 0 over 2 singles meetings since 2023. Last meeting on 23/06/2025 at Wimbledon - London.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 23/06/2025 | Wimbledon - London | Qualifying 1 | grass | Watanuki | 7-6(9) 6-6 |
| 02/05/2023 | Cagliari Challenger | Round 1 | clay | Watanuki | 6-4 3-2 |
| grass | Monteiro 0 - 1 Watanuki |
| clay | Monteiro 0 - 1 Watanuki |
| 2025 | Monteiro 0 - 1 Watanuki |
| 2023 | Monteiro 0 - 1 Watanuki |
195 wins, 160 losses since 2021 (54.9%).
Last matches: D D V V V
150 wins, 111 losses since 2021 (57.5%).
Last matches: D D V D D
Yosuke Watanuki leads 2 to 0 over 2 singles meetings since 2023.
On 23/06/2025, at Wimbledon - London (Qualifying 1): Yosuke Watanuki won 7-6(9) 6-6.