| ITF Dominican Republic F2 | 2017/12/03 14:00 | Dempster, Ian v 보우케트, 루카스 | 6-4,6-2 |
| ITF Dominican Republic F1 | 2017/11/28 17:55 | Haim, Matthias v Dempster, Ian | 6-4,6-4 |
| ITF Dominican Republic F1 | 2017/11/27 13:00 | Maginley, J. v Dempster, Ian | 4-6,4-6 |
| ITF Dominican Republic F1 | 2017/11/25 14:00 | Treyz, Beauregard v Dempster, Ian | 3-6,2-6 |
| ITF USA F33 Qual | 2017/10/07 16:30 | Dempster, Ian v Arrambide Herrera, Guillermo Alejandro | 4-6,2-6 |
| ITF Mexico F5 | 2016/05/31 20:05 | Dempster, Ian v Carter, Andrew | 0-6,2-6 |
| ITF Mexico F5 | 2016/05/30 15:30 | 마테우스 루비아노, 후안 호세 v Dempster, Ian | 2-6,6-7 |
| ITF Mexico F5 | 2016/05/29 16:00 | 마르티네즈, 에스드라스 v Dempster, Ian | 3-6,1-6 |