Stadium: Stadium Round: 27 Ground: Hardcourt outdoor
| ITF M25 Houston MD | 2019/09/22 00:00 | Dempster I / Lovett K v Rapp A / Touliatos P | 6-7,5-7 |
| ITF M25 Houston MD | 2019/09/21 02:35 | Dempster I / Lovett K v Barnett F / Paluch K | 6-7,6-3,10-7 |
| ITF M25 Houston MD | 2019/09/20 17:00 | Dempster I / Lovett K v Martin M / Overmyer K | 6-1,6-3 |
| ITF M25 Memphis MD | 2019/08/16 18:25 | Адамс Х / Александр Козбинов v Dempster I / Lovett K | 2-6,1-6 |
| ITF M25 Memphis MD | 2019/08/15 17:00 | Fallert F / Hamilton G v Dempster I / Lovett K | 6-4,6-7,10-12 |
| ITF M25 Memphis MD | 2019/08/14 16:30 | Benjamin J / Richey S v Dempster I / Lovett K | 4-6,4-6 |
| ITF M25 Memphis MD | 2019/08/13 22:00 | Goldhoff G / Touliatos P v Dempster I / Lovett K | 7-6,3-6,6-10 |
| ITF M25 Эдвардсвилль - МП | 2019/08/08 21:15 | Caruana L / Ponwith N v Dempster I / Lovett K | 6-3,4-6,10-5 |
| ITF M25 Харлинген - МП | 2019/09/27 03:15 | Bendeck J / Stodder T v Rapp A / Touliatos P | 6-4,6-4 |