By surface
| Surface | Jan Siemerink | Alex Obrien |
|---|---|---|
| Hard | 2 | 1 |
All meetings (3)
| Date | Tour | Tournament | Round | Surface | Winner | Set 1 | Set 2 | Set 3 | Set 4 | Set 5 |
|---|---|---|---|---|---|---|---|---|---|---|
| 1999-03-15 | ATP | Miami Masters | Round of 64 | Hard | Jan Siemerink | 7-5 | 7-5 | |||
| 1996-08-12 | ATP | New Haven | Final | Hard | Alex Obrien | 6-76 | 4-6 | |||
| 1995-01-09 | ATP | Auckland | Round of 16 | Hard | Jan Siemerink | 7-5 | 6-3 |