Round: 60 Ground: Clay
| Charlottesville, USA, Qualifying | 2016/10/29 17:40 | Gadjiev, Alan v Vorster, Tucker | 4-6,7-6,3-6 |
| Columbus, USA, Qualifying | 2016/09/17 20:30 | Gadjiev, Alan v Gooch, Damon | 5-7,0-6 |
| Challenger Cary Qual | 2016/09/10 17:25 | Gadjiev, Alan v Schmidt, Arturo | 4-6,3-6 |
| ITF Egypt F17 | 2016/07/26 16:00 | ユーリー・ジャヴァキアン v Gadjiev, Alan | 4-6,4-6 |
| ITF Egypt F16 | 2016/07/23 16:00 | Gadjiev, Alan v ベンジャミン・ロック | 1-6,4-6 |
| ITF Egypt F16 | 2016/07/22 16:00 | キラニ,マジェド v Gadjiev, Alan | 4-6,7-6,2-6 |
| ITF Egypt F16 | 2016/07/21 17:50 | Milovic, Zeljko v Gadjiev, Alan | 6-7,2-6 |
| ITF Egypt F16 | 2016/07/20 16:00 | Gadjiev, Alan v ドーガズ,アジズ | 6-4,1-6,7-6 |
| ITF Dominican Republic F2 | 2017/12/04 13:00 | アンドレス ウレア v Dempster, Ian | 7-6,3-6,6-1 |
| ITF Dominican Republic F2 | 2017/12/03 14:00 | Dempster, Ian v ルーカス・ブーケ | 6-4,6-2 |
| ITF Dominican Republic F1 | 2017/11/28 17:55 | マティアス・ハイム 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 | マテウス・ルビアーノ,フアン・ホセ v Dempster, Ian | 2-6,6-7 |