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By surface
| Surface | Paul O'Donoghue | Wayne Jackson |
|---|
| Hard |
3 |
3 |
All meetings (6)
| Date | Tour | Tournament | Round | Surface | Winner |
Set 1 | Set 2 | Set 3 | Set 4 | Set 5 |
| 2019-09-23 |
WTA |
Wuhan |
Round of 64 |
Hard |
Monica Puig |
6-75 |
7-5 |
1-6 |
|
|
| 2017-10-16 |
WTA |
Luxembourg |
Round of 32 |
Hard |
Monica Puig |
3-6 |
4-6 |
|
|
|
| 2017-02-20 |
WTA |
Dubai |
Round of 16 |
Hard |
Angelique Kerber |
2-6 |
3-6 |
|
|
|
| 2016-08-08 |
WTA |
Olympics |
Final |
Hard |
Monica Puig |
4-6 |
6-4 |
1-6 |
|
|
| 2015-08-10 |
WTA |
Toronto |
Round of 32 |
Hard |
Angelique Kerber |
2-6 |
3-6 |
|
|
|
| 2012-12-31 |
WTA |
Brisbane |
Round of 16 |
Hard |
Angelique Kerber |
6-3 |
4-6 |
6-77 |
|
|