Ashutosh Singh defeated Rohan Gajjar 4-6 6-3 6-2 in the India F9 qualifying round on hard. The upset overturned the form book — Rohan Gajjar came in leading the head-to-head 2–0. Ashutosh Singh claimed a first win over Rohan Gajjar in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2009-06-29 | India F5 | SF | hard | Rohan Gajjar | 6-3 7-5 |
| 2008-03-24 | India F4 | R32 | hard | Rohan Gajjar | 4-6 7-6(6) 7-6(2) |