Ryusei Makiguchi defeated Lourenzo Gasperini 6-4 6-0 in the Uruguay F2 round of 32 on clay. Ryusei Makiguchi extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2016-10-10 | Ecuador F1 | R32 | clay | Ryusei Makiguchi | 7-6(3) 6-2 |
| 2016-07-11 | Brazil F3 | R16 | clay | Lourenzo Gasperini | 6-7(5) 6-3 6-4 |