Stadium: Court 5 Round: 54 Ground: Clay
| ITF M15 Sunrise | 2024/02/07 15:00 | Matthew Segura v Andres Andrade | 1-6,0-6 |
| ITF M15 Sunrise | 2024/02/06 17:45 | Matthew Segura v Drew Van Orderlain | 6-4,2-6,10-12 |
| ITF M15 Sunrise | 2024/02/05 15:00 | Matthew Segura v Obrad Markovski | 6-3,6-4 |
| ITF M25 Wesley Chapel | 2024/01/23 13:45 | Kyle Overmyer v Matthew Segura | 6-3,6-0 |
| ITF M15 Boca Raton | 2023/11/17 18:00 | Matthew Segura v Arvid Nordquist | 4-6,3-6 |
| ITF M15 Boca Raton | 2023/11/17 14:00 | Matthew Segura v Martin Katz | 7-5,7-5 |
| ITF M15 Tallahassee | 2023/10/25 18:30 | Felix Corwin v Matthew Segura | 6-2,6-4 |
| UTR Pro Atlanta | 2023/06/13 17:10 | Matthew Segura v Corey Craig | 3-6,1-6 |
| ITF M15 Sunrise | 2024/02/07 17:15 | Ryan Dickerson v Igor Gimenez | 5-7,6-2,4-6 |
| ITF M15 Sunrise | 2024/02/06 18:15 | Lawrence Sciglitano v Ryan Dickerson | 2-6,4-6 |
| ITF M15 Sunrise | 2024/02/05 15:00 | Mikel Anderson v Ryan Dickerson | 5-7,6-4,6-10 |
| ITF M15 Tallahassee | 2023/10/25 14:00 | Karl Poling v Ryan Dickerson | 6-7,6-1,6-2 |
| ITF M15 Las Vegas | 2023/10/19 20:50 | Ryan Dickerson v Thai-Son Kwiatkowski | 2-6,3-6 |
| ITF M15 Las Vegas | 2023/10/18 22:30 | Kaylan Bigun v Ryan Dickerson | 6-7,7-6,3-6 |
| ITF M25 Las Vegas | 2023/10/17 13:00 | Maxwell Exsted v Ryan Dickerson | 4-6,3-6 |
| ITF M25 Las Vegas | 2023/10/16 13:00 | Huzaifa Abdul Rehman v Ryan Dickerson | 3-6,6-1,3-10 |