Sidharth Rawat defeated Oliver Crawford 6-4 6-7 6-0 in the M25 Bhopal 1 round of 32 on hard. The upset overturned the form book — Oliver Crawford came in leading the head-to-head 2–0. Sidharth Rawat claimed a first win over Oliver Crawford in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2025-04-03 | M25 Bengaluru 1 | R16 | hard | Oliver Crawford | 6-3 7-6(4) |
| 2023-03-23 | M25 Lucknow 1 | R16 | hard | Oliver Crawford | 6-1 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.