Divij Sharan defeated Ashutosh Singh 6-3 4-6 7-6 in the India F5 round of 32 on hard. The upset overturned the form book — Ashutosh Singh came in leading the head-to-head 3–2. Divij Sharan narrowed the head-to-head to 3–3.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2007-06-11 | India F5 | R32 | hard | Ashutosh Singh | 6-3 7-6(4) |
| 2006-08-07 | India 2 1 | SF | hard | Divij Sharan | 6-3 6-3 |
| 2005-12-12 | India F8 | R32 | hard | Ashutosh Singh | 6-4 6-4 |
| 2005-09-19 | India 2 1 | R32 | hard | Divij Sharan | 6-7(8) 6-4 6-3 |
| 2005-09-19 | India 2 2 | R16 | hard | Ashutosh Singh | 6-1 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.