Stadium: Court 6 Round: 27 Ground: Hardcourt outdoor
| Memphis, Doubles M-ITF-USA-26A | 2019/08/13 22:00 | Goldhoff G / Touliatos P v Dempster I / Lovett K | 7-6,3-6,6-10 |
| ITF M25 Edwardsville MD | 2019/08/08 21:15 | Caruana L / Ponwith N v Dempster I / Lovett K | 6-3,4-6,10-5 |
| 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 |