Colin Sinclair defeated Connor Farren 6-3 6-4 in the M25 Wesley Chapel 1 round of 32 on hard. Colin Sinclair extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2019-11-21 | M15 Cancun 30 | R16 | hard | Connor Farren | 6-2 6-4 |
| 2019-10-16 | M25 Waco 1 | R32 | hard | Colin Sinclair | 6-3 6-4 |