Stadium: Court 2 Round: 25 Ground: Hardcourt outdoor
| ITF M15 Edwardsville | 2021/07/19 14:00 | Blaise Bicknell v Micah Braswell | 7-6,2-6,10-6 |
| Davis Cup | 2021/07/03 15:40 | Justin Roberts v Blaise Bicknell | 6-2,3-6,4-6 |
| Davis Cup | 2021/07/02 15:20 | Blaise Bicknell v Quinton Vega | 6-4,6-1 |
| Davis Cup | 2021/07/01 15:35 | Blaise Bicknell v Jose Gilbert Gomez | 6-3,6-4 |
| Davis Cup | 2021/06/30 15:30 | Blaise Bicknell v Tomas Del Olmo | 6-2,6-3 |
| ITF M25 Santo Domingo | 2021/06/10 15:00 | Juan Sebastian Gomez v Blaise Bicknell | 6-2,7-6 |
| ITF M25 Santo Domingo | 2021/06/09 14:50 | Alejandro Jose Gandini v Blaise Bicknell | 4-6,2-6 |
| ITF M25 Santo Domingo | 2021/06/03 13:00 | Alejandro Gonzalez v Blaise Bicknell | 6-3,6-7,7-5 |
| ITF M15 Edwardsville | 2021/07/20 15:30 | Ryan Shane v Toby D. Boyer | 6-2,6-7,10-7 |
| ITF M15 Edwardsville | 2021/07/19 15:00 | Brian Battistone v Toby D. Boyer | 7-6,3-6,5-10 |
| ITF M15 Heraklion | 2021/06/07 07:30 | Alec Deckers v Toby D. Boyer | 7-6,6-1 |
| ITF M15 Heraklion | 2021/06/01 06:30 | Toby D. Boyer v Matteo De Vincentis | 2-6,3-6 |
| ITF M15 Heraklion | 2021/05/31 06:30 | Petr Hajek v Toby D. Boyer | 4-6,7-6,6-10 |
| ITF M15 Heraklion | 2021/05/30 09:00 | Toby D. Boyer v Dominik Rys | 6-2,6-3 |
| ITF M15 Heraklion | 2021/05/23 12:00 | Lior Goldenberg v Toby D. Boyer | 4-6,6-3,13-11 |
| ITF M15 Heraklion | 2021/05/17 09:30 | Ammar Elamin v Toby D. Boyer | 3-6,6-2,11-9 |