Rupesh Roy advanced when Ronak Manuja retired 7-6 2-0 in the India F7 round of 16. Rupesh Roy extended the head-to-head to 3–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2009-06-29 | India F5 | R16 | hard | Rupesh Roy | 6-4 6-2 |
| 2008-09-01 | India F6 | R32 | clay | Rupesh Roy | 6-3 6-1 |