| UTR Pro Boca Raton | 10/04 19:30 | - | Hugo Magnusson v Jamie Diack | 3-6,6-4,6-0 | |
| UTR Pro Boca Raton | 10/02 14:00 | - | Jamie Diack v Ian Mayew | 2-6,2-5 | |
| UTR Pro Boca Raton | 10/01 16:17 | - | Jamie Diack v Justin Roberts | 4-6,4-6 | |
| UTR Pro Boca Raton | 09/30 16:04 | - | Jamie Diack v Sam K Baumgartner | 5-7,3-6 | |
| UTR Pro Boca Raton | 09/29 17:30 | - | Jamie Diack v Kase Schinnerer | 2-6,2-6 | |
| ITF M25 Nottingham | 04/21 11:30 | 54 | Ali Habib v Jamie Diack | 6-2,7-5 |