Stadium: Court 2 Round: 44 Ground: Hardcourt outdoor
| ITF M15 Naples | 2022/02/07 15:00 | Sebastian Sec v Kyle Overmyer | 6-0,6-0 |
| UTR Pro Tennis Series Miami | 2022/02/03 18:00 | Kyle Overmyer v Nicholas Steiglehner | 1-6,2-5 |
| UTR Pro Tennis Series Miami | 2022/02/02 14:30 | Oscar Mesquida Berg v Kyle Overmyer | 6-1,6-1 |
| UTR Pro Tennis Series Miami | 2022/02/01 19:00 | Noureldin Adam v Kyle Overmyer | 6-1,5-2 |
| UTR Pro Tennis Series Miami | 2022/01/30 14:00 | Kyle Overmyer v Aleksandar Mitric | 0-6,1-6 |
| ITF M25 Weston | 2022/01/23 16:30 | Kyle Overmyer v Toby D. Boyer | 2-6,2-6 |
| ITF M25 Calabasas | 2021/10/26 17:00 | Kyle Overmyer v Keenan Mayo | 1-6,2-6 |
| ITF M25 Vero Beach | 2021/10/18 16:00 | Kyle Overmyer v JanMagnus Johnson | 1-6,0-6 |
| ITF M15 Naples | 2022/02/21 15:00 | Mirko Martinez v Nikolay Sysoev | 6-1,6-0 |
| ITF M25 Cancun | 2022/02/07 15:30 | Warren Wood v Nikolay Sysoev | 4-6,6-2,10-5 |
| ITF M15 Cancun | 2022/02/02 17:10 | Nikolay Sysoev v Gage Brymer | 5-7,4-6 |
| ITF M15 Cancun | 2022/02/01 17:00 | Nikolay Sysoev v Kousuke Ogura | 6-2,6-4 |
| ITF M15 Cancun | 2022/01/31 14:00 | Nikolay Sysoev v Benjamin Denis Alarcon | 6-2,6-4 |
| ITF M15 Cancun | 2022/01/30 13:30 | Alejandro H Franco v Nikolay Sysoev | 2-6,3-6 |
| ITF M15 Cancun | 2022/01/25 17:00 | Aidan Mayo v Nikolay Sysoev | 6-3,6-1 |
| ITF M15 Cancun | 2022/01/24 20:00 | Pranav Suhas Nemani v Nikolay Sysoev | 3-6,7-6,2-10 |