| UTR Pro Tennis Series Florida | 2021/01/11 18:00 | Matthew Segura v Anze Arh | 6-4,5-2 |
| UTR Pro Tennis Series Florida | 2021/01/10 16:00 | Nick Chappell v Matthew Segura | 0-0 |
| UTR Pro Tennis Series Florida | 2020/12/18 14:00 | Tyler Zink v Matthew Segura | 7-6,1-6,5-4 |
| UTR Pro Tennis Series Florida | 2020/12/16 16:00 | Giulio Perego v Matthew Segura | 6-7,7-6,6-3 |
| UTR Pro Tennis Series Florida | 2020/12/15 18:30 | Dusty H. Boyer v Matthew Segura | 7-5,6-4 |
| UTR Pro Tennis Series Florida | 2020/12/14 18:00 | John Bernard v Matthew Segura | 6-1,4-6,3-5 |
| ITF M15 Tallahassee | 2019/12/04 20:00 | Martins Rocens v Matthew Segura | 6-3,3-6,6-2 |
| ITF M15 Tallahassee | 2019/12/03 15:00 | Abraham Asaba v Matthew Segura | 6-7,6-3,2-10 |
| UTR Pro Tennis Series Florida | 2021/01/11 18:30 | Nick Chappell v Drew Van Orderlain | 6-1,7-5 |
| UTR Pro Tennis Series Florida | 2021/01/10 16:30 | Anze Arh v Drew Van Orderlain | 6-1,3-6,0-3 |
| ITF Canada F7 | 2018/09/08 13:00 | Perry Gregg v Drew Van Orderlain | 6-3,6-4 |
| ITF Canada F6 | 2018/09/02 13:00 | Maxime Cressy v Drew Van Orderlain | 6-2,6-3 |
| ITF Canada F6 | 2018/09/01 15:00 | Sebastian Zapata v Drew Van Orderlain | 2-6,0-6 |
| ITF USA F23 Qual | 2018/08/13 15:45 | Drew Van Orderlain v Jason Seidman | 4-6,4-6 |
| ITF USA F23 Qual | 2018/08/12 14:00 | Sergio Luis H Ramirez v Drew Van Orderlain | 1-6,5-7 |
| ITF Canada F5 Qual | 2018/07/02 16:00 | Joshua Peck v Drew Van Orderlain | 6-2,6-3 |