| ITF M15 Naples | 2021/10/05 13:30 | Jake Krug v Nikolay Sysoev | 6-4,2-6,6-10 |
| ITF M15 Naples | 2021/10/04 14:00 | Benjamin Niv v Jake Krug | 4-6,5-7 |
| UTR Pro Tennis Series Dallas | 2021/08/03 17:30 | Jake Krug v Ryan Ybarra | 6-2,6-7,5-3 |
| UTR Pro Tennis Series Dallas | 2021/08/02 16:30 | Jake Krug v Matt Kuhar | 2-6,0-5 |
| UTR Pro Tennis Series Atlanta | 2021/07/08 14:30 | Alan Sau Franco v Jake Krug | 6-4,5-2 |
| UTR Pro Tennis Series Atlanta | 2021/07/07 13:00 | Maxwell Benson v Jake Krug | 6-4,6-1 |
| UTR Pro Tennis Series Atlanta | 2021/07/06 12:00 | Samuel Rubell v Jake Krug | 2-6,3-5 |
| UTR Pro Tennis Series Atlanta | 2021/07/05 16:30 | Gonzalo Villanueva v Jake Krug | 6-4,5-4 |