Stadium: Cancha 1 Round: 24 Ground: Clay
| Challenger Canberra | 2019/01/07 03:00 | Hugo Grenier v Tobias Simon | 6-4,6-7,6-4 |
| Challenger Canberra | 2019/01/06 00:10 | Tom Evans v Tobias Simon | 3-6,2-6 |
| Challenger Noumea | 2018/12/31 23:00 | Tobias Simon v Sem Verbeek | 5-7,7-5,4-6 |
| Challenger Andria | 2018/11/20 21:00 | Tobias Simon v Lorenzo Sonego | 6-7,7-5,5-7 |
| Challenger Andria | 2018/11/19 11:10 | Marc-Andrea Huesler v Tobias Simon | 3-6,7-6,3-6 |
| Challenger Andria | 2018/11/18 14:15 | Tobias Simon v Borna Gojo | 7-6,6-4 |
| Challenger Andria | 2018/11/17 12:10 | Tobias Simon v Savino Lapalombella | 6-0,6-1 |
| Challenger Bratislava | 2018/11/04 09:00 | Aldin Setkic v Tobias Simon | 7-6,6-4 |
| Challenger Punta del Este | 2019/01/21 22:50 | Emilio Gomez v Viktor Durasovic | 6-3,6-2 |
| ITF M25 Tucson | 2019/01/11 19:30 | Emilio Gomez v Michail Pervolarakis | 6-2,4-6,5-7 |
| ITF M25 Tucson | 2019/01/10 19:55 | Emilio Gomez v Mohamed Aziz Dougaz | 6-1,6-2 |
| ITF M25 Tucson | 2019/01/09 20:00 | Emilio Gomez v Aleksandar Kovacevic | 7-5,6-7,6-3 |
| ITF M25 Los Angeles | 2019/01/06 19:00 | Brandon Holt v Emilio Gomez | 6-3,6-3 |
| ITF M25 Los Angeles | 2019/01/04 18:00 | Govind Nanda v Emilio Gomez | 4-6,6-7 |
| ITF M25 Los Angeles | 2019/01/03 18:00 | Keenan Mayo v Emilio Gomez | 0-6,1-6 |
| ITF M25 Los Angeles | 2019/01/02 20:30 | Alexander Cozbinov v Emilio Gomez | 1-6,3-6 |