Round: 25 Ground: Hardcourt outdoor
| Challenger Toyota | 2016/11/16 02:15 | Tatsuma Ito v Yosuke Watanuki | 6-4,6-4 | 
| Challenger Toyota | 2016/11/15 01:00 | Yosuke Watanuki v Ante Pavic | 6-3,6-3 | 
| Challenger Kobe | 2016/11/10 02:00 | Yosuke Watanuki v Duckhee Lee | 1-6,2-6 | 
| Challenger Kobe | 2016/11/09 02:00 | Ti Chen v Yosuke Watanuki | 4-6,4-6 | 
| Others | 2016/10/01 06:00 | Yosuke Watanuki v Radek Stepanek | 4-6,4-6 | 
| ITF Japan F7 | 2016/06/07 05:30 | Yosuke Watanuki v Chan-Yeong Oh | 3-6,0-6 | 
| ITF Japan F5 | 2016/04/10 03:15 | Makoto Ochi v Yosuke Watanuki | 3-6,3-6 | 
| ITF Japan F5 | 2016/04/09 03:00 | Yuya Kibi v Yosuke Watanuki | 1-6,6-3,4-6 |