Matwe Middelkoop defeated Nick Van Der Meer 6-3 6-3 in the Netherlands F3 qualifying round on clay. The upset overturned the form book — Nick Van Der Meer came in leading the head-to-head 2–1. Matwe Middelkoop narrowed the head-to-head to 2–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2007-08-20 | Netherlands F4 | F | clay | Nick Van Der Meer | 3-6 6-3 6-4 |
| 2006-09-04 | Netherlands F6 | QF | clay | Matwe Middelkoop | 7-5 3-6 6-2 |
| 2006-06-19 | Netherlands F2 | QF | clay | Nick Van Der Meer | 7-6(5) 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.