Oliver Crawford defeated Ricardo Rodriguez-Pace 6-3 6-2 in the M25 Champaign 1 round of 32 on hard. The result followed the form book — Oliver Crawford came in leading the head-to-head 1–0. Oliver Crawford extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2019-09-19 | M25 Houston 1 | R16 | hard | Oliver Crawford | 3-6 7-6(2) 7-6(6) |