Rohan Gajjar defeated Ashutosh Singh 4-6 7-6 7-6 in the India F4 round of 32 on hard. Rohan Gajjar extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2009-08-31 | India F9 | QF | hard | Ashutosh Singh | 4-6 6-3 6-2 |
| 2009-06-29 | India F5 | SF | hard | Rohan Gajjar | 6-3 7-5 |