Stadium: Barry Mackay Court 4 Round: 46 Ground: Hardcourt indoor
| Challenger San Francisco Qual | 2018/02/03 21:55 | Guillermo Olaso v Jacob Brumm | 6-3,6-1 |
| Challenger Dallas Qual | 2018/01/29 18:15 | Evgeny Karlovskiy v Guillermo Olaso | 6-7,6-1,7-6 |
| Challenger Dallas Qual | 2018/01/28 16:00 | Guillermo Olaso v Patricio Heras | 6-0,6-4 |
| Challenger Dallas Qual | 2018/01/27 17:20 | Arnau Dachs v Guillermo Olaso | 3-6,4-6 |
| Challenger Newport Beach | 2018/01/23 21:25 | Taylor Fritz v Guillermo Olaso | 6-3,6-4 |
| Challenger Newport Beach Qual | 2018/01/22 18:00 | Guillermo Olaso v JC Aragone | 6-3,2-6,7-6 |
| Challenger Newport Beach Qual | 2018/01/21 20:25 | Brayden Schnur v Guillermo Olaso | 6-4,4-6,4-6 |
| Challenger Newport Beach Qual | 2018/01/20 22:05 | Ante Pavic v Guillermo Olaso | 3-6,3-6 |
| Challenger San Francisco Qual | 2018/02/03 22:30 | Nick Chappell v Jack Molloy | 6-4,3-6,2-6 |
| ITF Great Britain F3 | 2017/02/12 09:30 | Jack Molloy v Luke Oakley | 3-6,2-6 |
| ITF Great Britain F1 | 2017/02/01 11:50 | Jack Molloy v Yannick Jankovits | 4-6,3-6 |
| ITF Portugal F3 Qual | 2016/03/06 17:00 | Nuno Deus v Jack Molloy | 4-6,6-3,6-4 |
| ITF Portugal F3 Qual | 2016/03/06 11:30 | Jack Molloy v Maximilien Sanson | 6-4,6-2 |
| ITF Great Britain F3 Qual | 2016/02/15 10:30 | Raymond Sarmiento v Jack Molloy | 6-1,6-2 |
| ITF Great Britain F3 Qual | 2016/02/14 13:00 | Jack Molloy v Romain Bauvy | 6-3,7-6 |
| ITF Great Britain F2 | 2016/02/07 13:00 | Tyler Hochwalt v Jack Molloy | 6-4,6-4 |