Ashutosh Singh defeated Aditya Madkekar 6-2 6-2 in the India 2 1 qualifying round on hard. The upset overturned the form book — Aditya Madkekar came in leading the head-to-head 1–0, but Ashutosh Singh had been the form player, winning 3 of their last 8 on hard. Ashutosh Singh claimed a first win over Aditya Madkekar in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2007-08-06 | India F8 | QF | hard | Aditya Madkekar | 6-7(8) 6-2 6-4 |