Stadium: Court 4 Round: 26 Ground: Clay
| ITF M25 Waco MD | 2019/10/16 00:10 | Dempster I / Lovett K v Geerts M / Whitehouse M | 7-6,3-6,7-10 |
| 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 |