Stadion: Court 1 Round: 54 Ground: Clay
| ITF - M15 - Kampala | 2019/05/14 07:50 | Darryl Hale v Sergey Bolotov | 4-6,3-6 |
| ITF - M15 - Kampala | 2019/05/20 12:30 | Darryl Hale v Sebulime Sware | 6-1,6-1 |
| ITF - M15 - Kampala | 2019/05/14 07:50 | Darryl Hale v Sergey Bolotov | 4-6,3-6 |
| ITF - M15 - Kampala | 2019/05/13 11:00 | Darryl Hale v Sebulime Sware | 6-2,6-0 |
| ITF - M15 - Kampala | 2019/05/08 06:00 | Muthu A Senthilkumar v Darryl Hale | 6-1,6-2 |
| ITF - M15 - Accra | 2019/05/01 14:25 | Darryl Hale v Andrea Bessire | 3-6,1-6 |
| ITF - M15 - Accra | 2019/05/01 12:00 | Darryl Hale v Andrea Bessire | 3-6,1-4 |
| ITF - M25 - Abuja | 2019/04/15 15:00 | Simon Yitbarek v Darryl Hale | 6-2,6-2 |
| ITF - M25 - Abuja | 2019/04/08 09:00 | Darryl Hale v Arvid Nordquist | 6-7,3-6 |
| ITF - M15 - Kampala | 2019/05/20 11:30 | Pontus Hallgren v Sergey Bolotov | 3-6,6-4,6-10 |
| ITF - M15 - Kampala | 2019/05/15 10:00 | Guy Orly Iradukunda v Sergey Bolotov | 6-3,1-6,6-2 |
| ITF - M15 - Kampala | 2019/05/14 07:50 | Darryl Hale v Sergey Bolotov | 4-6,3-6 |
| ITF - M15 - Kampala | 2019/05/13 10:00 | Sergey Bolotov v Alexey Dubinin | 6-4,7-6 |
| ITF - M15 - Kampala | 2019/05/08 09:55 | Sergey Bolotov v Eric Vanshelboim | 5-7,3-6 |
| Challenger - Busan | 2019/05/06 08:00 | Kento Tagashira v Sergey Bolotov | 2-6,3-6 |
| ITF - M25 - Kasan | 2019/03/13 13:05 | Sergey Bolotov v Savriyan Danilov | 1-6,3-6 |
| ITF - M25 - Kasan | 2019/01/22 13:45 | Markos Kalovelonis v Sergey Bolotov | 6-2,3-6,6-1 |