Stadium: Court 1 Round: 25 Ground: Hardcourt outdoor
| ITF South Africa F3 Qual | 2018/12/01 07:00 | Roothman, Carl v Cohen, Lance | 2-6,2-6 |
| Afrique du Sud F2, Qualifications Simples | 2018/11/24 13:00 | Claassen, Jody Alan v Roothman, Carl | 6-2,6-1 |
| ITF South Africa F1 Qual | 2018/11/17 07:00 | Sibanda, Lefa Ashley v Roothman, Carl | 3-6,7-6,6-4 |
| ITF South Africa F3 Qual | 2017/12/02 11:30 | Roothman, Carl v de Beer, Amaury | 1-6,1-6 |
| Afrique du Sud F2, Qualifications Simples | 2017/11/25 06:30 | Arends, Robbie v Roothman, Carl | 6-2,6-1 |
| ITF South Africa F1 Qual | 2017/11/18 08:35 | Caripi, Vasilios v Roothman, Carl | 6-3,7-5 |
| Challenger Columbus | 2020/02/24 17:45 | Ortega-Olmedo, Roberto v Hidalgo, Diego | 6-7,2-6 |
| Challenger - Morelos | 2020/02/21 23:20 | Ortega-Olmedo, Roberto v Juan Pablo Ficovich | 6-3,5-7,5-7 |
| Challenger - Morelos | 2020/02/20 23:30 | Dmitry Popko v Ortega-Olmedo, Roberto | 5-7,6-1,0-6 |
| Challenger - Morelos | 2020/02/20 01:50 | Lopez Villasenor, Gerardo v Ortega-Olmedo, Roberto | 5-7,6-3,4-6 |
| Challenger - Cleveland | 2020/02/11 00:30 | Young, Donald v Ortega-Olmedo, Roberto | 6-4,3-6,6-3 |
| Challenger - Quimper | 2020/01/30 13:40 | Ortega-Olmedo, Roberto v Lacko, Lukas | 2-6,2-6 |
| Challenger - Quimper | 2020/01/28 10:35 | Ortega-Olmedo, Roberto v Vanni, Luca | 7-6,6-1 |
| Challenger Rennes | 2020/01/24 18:40 | Kamke, Tobias v Ortega-Olmedo, Roberto | 6-3,6-3 |