Colin Obrien defeated James Cluskey 6-3 6-1 in the Sweden F1 round of 16 on hard. The upset overturned the form book — James Cluskey came in leading the head-to-head 1–0, but Colin Obrien had been the form player, winning 3 of their last 6 on hard. Colin Obrien claimed a first win over James Cluskey in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2009-06-22 | Ireland F2 | R16 | carpet | James Cluskey | 4-6 6-3 7-6(3) |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.