Round: 45 Ground: Hardcourt indoor
| ITF Japan F7 Qual | 2016/06/05 01:00 | Masaya Kobayashi v Chan-Yeong Oh | 2-6,6-3,3-6 |
| ITF Japan F7 Qual | 2016/06/04 01:00 | Masaya Kobayashi v Daisuke Sumizawa | 6-2,7-6 |
| ITF Japan F6 | 2016/05/31 04:00 | Duckhee Lee v Masaya Kobayashi | 6-1,6-1 |
| ITF Japan F4 | 2016/03/29 03:00 | Makoto Ochi v Masaya Kobayashi | 6-3,6-1 |
| ITF Japan F2 | 2016/03/19 03:50 | Masaya Kobayashi v Soonwoo Kwon | 6-7,0-6 |
| ITF Japan F2 | 2016/03/18 03:20 | Shuichi Sekiguchi v Masaya Kobayashi | 3-6,2-6 |
| ITF Japan F2 | 2016/03/17 01:00 | Ryota Kishi v Masaya Kobayashi | 6-3,2-6,2-6 |
| ITF Japan F2 | 2016/03/15 07:15 | Masaya Kobayashi v Finn Tearney | 6-2,7-6 |
| Challenger Tashkent Qual | 2016/10/09 07:25 | Sergey Betov v Dmitry Surchenko | 3-6,2-6 |
| Challenger Orleans Qual | 2016/09/25 13:35 | Sergey Betov v Nikola Mektic | 4-6,4-6 |
| Challenger Orleans Qual | 2016/09/24 16:55 | Sergey Betov v Tomasz Bednarek | 7-6,6-2 |
| Challenger Nanchang | 2016/09/12 03:20 | Sergey Betov v Hyeon Chung | 0-6,2-6 |
| Challenger Nanchang Qual | 2016/09/11 03:00 | Zhicheng Zhu v Sergey Betov | 5-7,4-6 |
| Challenger Nanchang Qual | 2016/09/10 07:30 | Sheng Hao Zhou v Sergey Betov | 6-7,1-6 |
| Challenger Shanghai Qual | 2016/09/04 03:20 | Jarryd Chaplin v Sergey Betov | 5-7,4-6 |
| Challenger Bangkok 4 | 2016/08/30 09:50 | Edan Leshem v Sergey Betov | 6-3,3-6,6-1 |