Oscar Weightman defeated Daniel Little 6-3 7-6 in the M25 Roehampton 3 round of 32 on hard. The upset overturned the form book — Daniel Little came in leading the head-to-head 2–0, but Oscar Weightman had been the form player, winning 5 of their last 7 on hard. Oscar Weightman claimed a first win over Daniel Little in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2023-08-01 | M25 Roehampton 2 | R32 | hard | Daniel Little | 6-2 5-7 7-6(3) |
| 2023-04-18 | M25 Nottingham 1 | R32 | hard | Daniel Little | 6-4 6-1 |
Averages over each player's completed matches in the selected window (23 vs 1). ATP, WTA & Challenger.
Each player's serve crossed against the other's return, converted to expected hold of serve. Recent completed matches, ATP, WTA & Challenger. Small sample — read as indicative. About