Shintaro Imai defeated Kento Takeuchi 6-3 7-6 in the M25 Chiang Rai 2 round of 32 on hard. The result followed the form book — Shintaro Imai came in leading the head-to-head 8–1. Shintaro Imai extended the head-to-head to 9–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2022-08-18 | M15 Jakarta 2 | R16 | hard | Shintaro Imai | 6-3 6-4 |
| 2022-06-02 | M25 Chiang Rai 1 | R16 | hard | Shintaro Imai | 6-3 7-5 |
| 2019-11-26 | M15 Nonthaburi 1 | R32 | hard | Shintaro Imai | 6-3 6-2 |
| 2017-05-29 | Japan F6 | QF | clay | Shintaro Imai | 6-3 6-4 |
| 2017-05-15 | China F7 | R16 | hard | Shintaro Imai | 6-2 6-4 |
| 2017-02-06 | Indonesia F1 | QF | hard | Kento Takeuchi | 6-2 6-4 |
| 2016-03-14 | Japan F2 | R16 | hard | Shintaro Imai | 6-0 6-4 |
| 2015-03-16 | Japan F2 | R16 | hard | Shintaro Imai | 6-2 6-2 |
| 2013-03-18 | Japan F2 | R16 | hard | Shintaro Imai | 6-4 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.