Stadium: Court 4 Round: 26 Ground: Hardcourt indoor
| Challenger Champaign | 2023/11/14 22:05 | Aleksandar Kovacevic v Cooper Williams | 6-3,2-6,6-4 |
| Challenger Champaign | 2023/11/13 16:00 | Evan Zhu v Cooper Williams | 7-5,4-6,5-7 |
| Challenger Champaign | 2023/11/12 16:00 | Cooper Williams v Pedro Vives Marcos | 6-2,6-2 |
| Challenger Charlottesville | 2023/10/29 15:25 | Evgeny Karlovskiy v Cooper Williams | 7-6,2-6,6-4 |
| Challenger Lexington | 2023/07/30 17:30 | Aidan Mayo v Cooper Williams | 6-4,6-3 |
| ITF M25 Edwardsville | 2023/07/28 00:00 | Cooper Williams v Quinn Vandecasteele | 3-6,4-6 |
| ITF M25 Edwardsville | 2023/07/26 14:00 | Makoto Ochi v Cooper Williams | 6-7,6-1,5-7 |
| Challenger Savannah | 2023/04/24 15:35 | Cooper Williams v Mateus Alves | 3-6,4-6 |
| ITF M25 Columbus | 2023/11/14 19:15 | Karue Sell v Colton Smith | 4-6,7-6,7-6 |
| ITF M25 Las Vegas | 2023/10/16 13:00 | Colton Smith v Luis Carlos Alvarez Valdes | 4-6,6-3,3-10 |
| ITF M25 Dallas | 2023/07/13 19:00 | Karl Poling v Colton Smith | 6-3,6-4 |
| ITF M25 Dallas | 2023/07/11 19:05 | Colton Smith v Ezekiel Clark | 6-4,7-6 |
| ITF M15 South Bend | 2023/06/23 18:10 | Strong Kirchheimer v Colton Smith | 3-6,7-6,6-3 |
| ITF M15 South Bend | 2023/06/22 16:25 | Colton Smith v Connor Bruce | 6-1,6-0 |
| ITF M15 South Bend | 2023/06/21 20:10 | William Chase Thompson v Colton Smith | 0-6,4-6 |
| UTR Pro Tennis Series Florida | 2022/06/19 12:00 | Colton Smith v Sebastian Gorzny | 4-6,1-5 |