Aditya Madkekar defeated Vivek Shokeen 6-3 3-6 6-3 in the India 2 4 round of 16 on hard. The upset overturned the form book — Vivek Shokeen came in leading the head-to-head 3–0. Aditya Madkekar claimed a first win over Vivek Shokeen in four meetings, narrowing the head-to-head to 3–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-02-25 | India F2 | R32 | hard | Vivek Shokeen | 6-1 6-4 |
| 2006-08-07 | India 2 3 | R32 | hard | Vivek Shokeen | 6-2 |
| 2005-01-17 | India F2 | R32 | hard | Vivek Shokeen | 7-5 6-3 |