Michael Ryderstedt defeated Todd Paul 3-6 7-6 7-6 in the Canada F3 round of 32 on hard. The result followed the form book — Michael Ryderstedt came in leading the head-to-head 2–0. Michael Ryderstedt extended the head-to-head to 3–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2009-02-23 | USA F5 | R32 | hard | Michael Ryderstedt | 6-3 6-3 |
| 2008-09-22 | Sweden F2 | QF | hard | Michael Ryderstedt | 6-3 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.