Karan Rastogi defeated Rupesh Roy 7-6 6-4 in the India F4 round of 16 on hard. Karan Rastogi extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2011-08-08 | Kazakhstan F5 | R16 | hard | Karan Rastogi | 4-6 6-1 6-0 |
| 2010-03-15 | India F1 | QF | hard | Rupesh Roy | 6-4 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.