Oliver Crawford leads 4 to 1 over 5 singles meetings since 2022. Last meeting on 25/07/2025 at Segovia Challenger.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 25/07/2025 | Segovia Challenger | Quarter-final | hard | Shah | 7-6(4) 6-4 |
| 04/04/2025 | M25 Bengaluru | Quarter-final | hard | Crawford | 3-6 0-6 |
| 02/01/2025 | M25 Indore | Round 2 | hard | Crawford | |
| 19/01/2024 | M25 Bhopal | Quarter-final | hard | Crawford | 6-3 6-4 |
| 16/11/2022 | M25 Mumbai | Round 1 | hard | Crawford | 6-0 6-3 |
| hard | Crawford 4 - 1 Shah |
| 2025 | Crawford 2 - 1 Shah |
| 2024 | Crawford 1 - 0 Shah |
| 2022 | Crawford 1 - 0 Shah |
283 wins, 140 losses since 2021 (66.9%).
Last matches: D V V V D
93 wins, 68 losses since 2021 (57.8%).
Last matches: D D V V V
Oliver Crawford leads 4 to 1 over 5 singles meetings since 2022.
On 25/07/2025, at Segovia Challenger (Quarter-final): Aryan Shah won 7-6(4) 6-4.