Round: 60 Ground: Hardcourt outdoor
| ITF USA F28 | 2016/09/10 19:00 | Rowland Phillips v Cozbinov, Alexander | 3-6,7-6,5-7 |
| Coupe Davis | 2016/07/16 16:20 | Newman, Baker v Rowland Phillips | 6-1,4-6,7-5 |
| Coupe Davis | 2016/07/14 15:10 | Hugo Dellien v Rowland Phillips | 6-3,6-2 |
| ITF USA F18 | 2016/06/12 13:00 | Williams, Rhyne v Rowland Phillips | 6-3,7-5 |
| ITF USA F18 | 2016/06/11 13:00 | Rowland Phillips v Mercier, Tyler | 6-2,6-4 |
| ITF USA F17 | 2016/06/08 13:00 | Rowland Phillips v Tennys Sandgren | 6-7,4-6 |
| ITF USA F17 Qual | 2016/06/06 15:15 | Volfson, David v Rowland Phillips | 4-6,6-7 |
| ITF USA F17 Qual | 2016/06/05 14:00 | Rowland Phillips v Spec, Matic | 6-4,6-4 |
| ITF USA F29 | 2016/09/17 17:00 | Woog, Jarryd v Simon Freund | 6-3,6-3 |
| ITF USA F29 | 2016/09/16 17:00 | Omni Kumar v Woog, Jarryd | 4-6,2-6 |
| ITF USA F28 | 2016/09/11 16:30 | Woog, Jarryd v Amiri, Farzin Danny | 4-6,6-4,1-6 |
| ITF USA F28 | 2016/09/10 17:00 | Battistone, Brian v Woog, Jarryd | 4-6,4-6 |
| ITF USA F28 | 2016/09/09 18:30 | Brooksby, Jenson v Woog, Jarryd | 4-6,1-6 |
| ITF USA F27 Qual | 2016/08/08 14:00 | Ho, Jonathan v Woog, Jarryd | 6-3,6-2 |
| ITF USA F27 Qual | 2016/08/07 13:30 | Woog, Jarryd v Bushamuka, William | 6-2,6-3 |
| ITF USA F25 Qual | 2016/07/23 15:00 | Woog, Jarryd v Chang, Jonathan | 4-6,1-6 |