Lester Cook defeated Raphael Durek 7-5 6-4 in the USA F23 round of 32 on hard. The upset overturned the form book — Raphael Durek came in leading the head-to-head 2–1. Lester Cook narrowed the head-to-head to 2–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2006-10-23 | Mexico F19 | R32 | hard | Raphael Durek | 4-6 6-1 6-2 |
| 2006-10-09 | Mexico F17 | QF | hard | Lester Cook | 7-5 6-0 |
| 2005-09-12 | USA F22 | R16 | hard | Raphael Durek | 6-4 6-3 |