Stadium: Court 3 Round: 27 Ground: Hardcourt outdoor
| ITF M25 Edwardsville MD | 2019/08/06 17:10 | Dunbar J / Johnson J v Caruana L / Ponwith N | 6-7,6-3,6-10 |
| ITF M25 Edwardsville MD | 2019/08/06 21:45 | Chrysochos, Petros / Pervolarakis, Michail v Dempster I / Lovett K | 3-6,4-6 |
| ITF M25 Champaign MD | 2019/07/24 21:30 | Aguilar / Geller v Dempster I / Lovett K | 6-2,6-4 |
| ITF M25 Champaign MD | 2019/07/23 20:30 | Brooksby J / Ravichander I v Dempster I / Lovett K | 2-6,3-6 |
| Iowa City, Doubles M-ITF-USA-22A | 2019/07/18 21:55 | Bangoura S / Rybakov A v Dempster I / Lovett K | 7-5,4-6,10-7 |
| Iowa City, Doubles M-ITF-USA-22A | 2019/07/16 21:30 | Sculley S / Touliatos P v Dempster I / Lovett K | 6-7,6-7 |
| ITF M25 Tulsa MD | 2019/06/20 22:45 | Redlicki MA / Zhu E v Dempster I / Lovett K | 4-6,7-6,10-8 |
| ITF M25 Tulsa MD | 2019/06/19 21:10 | Alvarez N / Brouwer G v Dempster I / Lovett K | 3-6,7-6,6-10 |
| ITF M25 Pensacola MD | 2019/05/11 17:55 | Gomez / Ore v Dempster I / Lovett K | 4-6,7-6,10-6 |