| UTR Pro Tennis Series California | 2021/02/18 19:00 | Bailey, Aaron v Kalman Boyd | 6-3,6-2 |
| UTR Pro Tennis Series California | 2021/05/23 16:30 | Jakob Schnaitter v Kalman Boyd | 4-6,6-2,7-5 |
| UTR Pro Tennis Series California | 2021/05/22 18:00 | Kalman Boyd v Sarkissian, Alexander | 6-4,6-4 |
| UTR Pro Tennis Series California | 2021/05/21 16:30 | Ravichander, Ishaan v Kalman Boyd | 2-6,2-6 |
| UTR Pro Tennis Series California | 2021/05/20 15:00 | Brymer, Gage v Kalman Boyd | 2-6,2-6 |
| UTR Pro Tennis Series California | 2021/05/18 15:00 | Hadigian, Eric v Kalman Boyd | 2-6,0-6 |
| UTR Pro Tennis Series California | 2021/05/17 18:00 | Kalman Boyd v Gomez, Lucas | 6-3,6-4 |
| UTR Pro Tennis Series California | 2021/02/28 16:00 | Ryan Seggerman v Kalman Boyd | 6-3,4-6,5-1 |
| UTR Pro Tennis Series California | 2021/02/27 16:00 | Kalman Boyd v Hovhannisyan, Mousheg | 6-1,5-3 |
| UTR Pro Tennis Series California | 2021/05/23 19:00 | Rudy Quan v Bailey, Aaron | 6-3,1-6,4-6 |
| UTR Pro Tennis Series California | 2021/02/20 22:00 | Kyle Kang v Bailey, Aaron | 6-7,7-5,6-0 |
| UTR Pro Tennis Series California | 2021/02/18 19:00 | Bailey, Aaron v Kalman Boyd | 6-3,6-2 |
| UTR Pro Tennis Series California | 2021/02/17 18:00 | Bailey, Aaron v Sarkissian, Alexander | 2-6,4-6 |
| UTR Pro Tennis Series California | 2021/02/16 21:30 | Bailey, Aaron v Maier, Jonas | 6-3,6-4 |
| UTR Pro Tennis Series California | 2021/02/15 20:30 | Bailey, Aaron v Ortlip, Joshua | 3-6,3-5 |
| ITF USA F24 | 2018/09/07 20:00 | Bailey, Aaron v Dubinski, Artur | 2-6,3-6 |