Stadium: Court 6 Round: 54 Ground: Clay
| UTR Pro Tennis Series Florida | 2021/01/14 14:00 | Matthew Segura v Drew Van Orderlain | 4-6,6-4,5-3 |
| ITF M25 Quinta Do Lago | 2022/03/21 16:00 | Runhao Hua v Drew Van Orderlain | 6-4,6-0 |
| ITF M25 Quinta Do Lago | 2022/03/20 10:00 | Valentin De Carvalho v Drew Van Orderlain | 1-6,2-6 |
| ITF M25 Trimbach | 2022/03/14 16:35 | Drew Van Orderlain v Leonardo Taddia | 5-7,6-3,8-10 |
| ITF M25 Santo Domingo | 2022/02/21 15:00 | Henry Patten v Drew Van Orderlain | 6-4,6-4 |
| ITF M25 Santo Domingo | 2022/02/20 14:00 | Juan Sebastian Osorio v Drew Van Orderlain | 3-6,1-6 |
| ITF M25 Punta del Este | 2022/02/07 15:00 | Jordi Garcia Mestre v Drew Van Orderlain | 6-0,7-5 |
| ITF M25 Campos do Jordao | 2022/01/31 14:00 | Gabriel P Tumasonis v Drew Van Orderlain | 7-6,6-3 |
| ITF M25 Weston | 2022/01/24 17:00 | Mikel Anderson v Drew Van Orderlain | 6-7,6-2,10-6 |
| UTR Pro Tennis Series Bradenton | 2022/03/08 15:30 | Noureldin Adam v Matthew Segura | 6-0,0-0 |
| UTR Pro Tennis Series Bradenton | 2022/03/05 19:20 | Alex Kuperstein v Matthew Segura | 6-1,6-1 |
| UTR Pro Tennis Series Bradenton | 2022/03/03 18:30 | Matthew Segura v Mateusz Terczynski | 3-6,1-6 |
| UTR Pro Tennis Series Bradenton | 2022/03/02 14:00 | Matthew Segura v Alexander Frusina | 6-2,7-5 |
| UTR Pro Tennis Series Bradenton | 2022/03/01 14:00 | Matthew Segura v Santiago Arredondo | 6-4,6-4 |
| UTR Pro Tennis Series Bradenton | 2022/02/28 15:30 | Matthew Segura v Top Nidunjianzan | 6-3,7-6 |
| UTR Pro Tennis Series Miami | 2022/01/30 19:32 | Matthew Segura v Noureldin Adam | 7-5,1-6,4-5 |
| UTR Pro Tennis Series Florida | 2021/12/18 20:28 | Emile Hudd v Matthew Segura | 6-2,3-6,6-4 |