Aditya Madkekar defeated Ashutosh Singh 6-7 6-2 6-4 in the India F8 qualifying round on hard. The upset overturned the form book — Ashutosh Singh came in leading the head-to-head 1–0. Aditya Madkekar claimed a first win over Ashutosh Singh in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2006-08-07 | India 2 1 | QF | hard | Ashutosh Singh | 6-2 6-2 |