Stadium: Court 3 Round: 62 Ground: Hardcourt outdoor
| ITF M15 Monastir | 2021/07/05 09:00 | Connor Di Marco v Perry Gregg | 4-6,4-6 |
| ITF M15 Monastir | 2021/07/04 10:00 | Leonardo L Linquet v Connor Di Marco | 6-3,0-6,7-10 |
| ITF M15 Monastir | 2021/06/27 11:30 | Shohei Chikami v Connor Di Marco | 6-1,6-2 |
| ITF M15 Monastir | 2021/06/21 08:00 | Raphael Lambling v Connor Di Marco | 6-7,6-7 |
| ITF M15 Monastir | 2021/06/20 08:00 | Connor Di Marco v Uladzislau Zhuk | 6-3,6-1 |
| ITF M15 Monastir | 2021/06/14 08:00 | Omni Kumar v Connor Di Marco | 6-2,6-0 |
| ITF M15 Monastir | 2021/06/13 12:30 | Connor Di Marco v Lorenzo Lorusso | 6-4,6-1 |
| ITF M15 Monastir | 2021/06/06 10:00 | Seita Watanabe v Connor Di Marco | 6-2,3-6,10-6 |
| ITF M15 Monastir | 2021/07/11 11:00 | Nikolas Moceanu v Joshua Sheehy | 6-7,5-7 |
| ITF M25 Weston | 2021/06/28 19:00 | Alan Kohen v Joshua Sheehy | 6-2,6-3 |
| ITF M15 Champaign | 2021/06/21 15:00 | Connor Farren v Joshua Sheehy | 6-3,6-4 |
| ITF M25 Tulsa | 2021/06/14 18:00 | Nathan Ponwith v Joshua Sheehy | 6-3,6-4 |
| ITF M25 Wichita | 2021/06/07 15:00 | Matt Kuhar v Joshua Sheehy | 6-4,7-6 |
| UTR Pro Tennis Series California | 2021/05/23 15:00 | Kyle Kang v Joshua Sheehy | 7-5,6-3 |
| UTR Pro Tennis Series Cancun | 2021/04/03 15:00 | Joshua Sheehy v Drew Van Orderlain | 6-2,6-4 |
| UTR Pro Tennis Series Cancun | 2021/04/01 14:30 | Joshua Sheehy v Wilson Leite | 6-7,6-4,5-6 |