Round: 62 Ground: Clay
| ITF México F5 | 2016/05/31 20:05 | Ian Dempster v Andrew Carter | 0-6,2-6 |
| ITF México F5 | 2016/05/30 15:30 | Juan Jose Mateus Rubiano v Ian Dempster | 2-6,6-7 |
| ITF México F5 | 2016/05/29 16:00 | Wulfrano M M Esdras v Ian Dempster | 3-6,1-6 |
| ITF México F5 | 2016/05/28 17:00 | Ian Dempster v Samuel Beddow | 5-7,6-4,6-2 |
| ITF México F4 | 2016/05/23 15:00 | Ian Dempster v Jose Antonio Rodriguez Rodriguez | 2-6,2-6 |
| ITF México F4 | 2016/05/22 15:00 | Jose Daniel Bendeck v Ian Dempster | 7-5,3-6,6-7 |
| ITF EE. UU. F19 | 2015/06/24 17:45 | Ian Dempster v Ryan Haviland | 5-7,3-6 |
| ITF EE. UU. F15 - Clasificación | 2014/06/16 14:00 | Raymond Sarmiento v Ian Dempster | 6-4,6-1 |
| Challenger de Monterrey - Clasificación | 2017/10/01 16:00 | Dennis Nevolo v Guillermo Arrambide | 6-2,6-0 |
| Challenger de Monterrey - Clasificación | 2016/10/08 18:00 | Guillermo Arrambide v Ruben Gonzales | 1-6,2-6 |
| ITF EE. UU. F29 | 2015/10/03 18:00 | Matt McBride v Guillermo Arrambide | 6-2,4-6,6-3 |