| ITF USA F19B Qual | 2018/07/14 18:30 | Ortlip, Joshua v Boyer, Toby D | 6-1,5-7,4-6 |
| UTR Pro Tennis Series California | 2020/09/04 16:20 | Sarkissian, Alexander v Ortlip, Joshua | 7-5,3-6,10-5 |
| UTR Pro Tennis Series California | 2020/09/03 15:00 | Novikov, Dennis v Ortlip, Joshua | 5-7,4-6 |
| UTR Pro Tennis Series California | 2020/09/02 19:00 | Ortlip, Joshua v Karimov, Jurabek | 6-3,7-6 |
| UTR Pro Tennis Series California | 2020/09/01 15:00 | Karimov, Jurabek v Ortlip, Joshua | 6-7,4-6 |
| UTR Pro Tennis Series California | 2020/08/26 15:00 | Ortlip, Joshua v Nedelko, Ivan | 6-7,5-7 |
| UTR Pro Tennis Series California | 2020/08/25 19:55 | Nick Chappell v Ortlip, Joshua | 6-7,0-6 |
| UTR Pro Tennis Series California | 2020/08/24 17:00 | Felix Corwin v Ortlip, Joshua | 6-7,3-6 |
| UTR Pro Tennis Series California | 2020/08/10 21:50 | Ortlip, Joshua v Nedelko, Ivan | 6-4,7-5 |
| UTR Pro Tennis Series California | 2020/07/21 23:35 | Bogdan Bobrov v Boyer, Toby D | 6-3,6-3 |
| UTR Pro Tennis Series California | 2020/07/21 15:00 | Nedelko, Ivan v Boyer, Toby D | 6-4,6-2 |
| UTR Pro Tennis Series California | 2020/07/19 16:00 | Boyer, Toby D v Schnur, Brayden | 3-6,0-6 |
| UTR Pro Tennis Series California | 2020/07/18 18:15 | Boyer, Toby D v Bogdan Bobrov | 4-6,4-6 |
| UTR Pro Tennis Series California | 2020/07/17 16:00 | Boyer, Toby D v Felix Corwin | 6-4,4-6,11-13 |
| UTR Pro Tennis Series California | 2020/07/16 17:25 | Brymer, Gage v Boyer, Toby D | 6-2,6-3 |
| UTR Pro Tennis Series California | 2020/07/12 16:00 | Boyer, Toby D v Nedelko, Ivan | 3-6,6-2,8-10 |
| UTR Pro Tennis Series California | 2020/07/11 19:30 | Boyer, Toby D v Felix Corwin | 2-6,2-6 |