Stadium: Court 2 Round: 26 Ground: Hardcourt indoor
| Challenger Houston | 2018/11/13 19:45 | Darian King v Roy Smith | 3-6,6-3,6-7 |
| Challenger Cleveland | 2019/01/30 01:25 | Darian King v Danilo Petrovic | 6-3,6-4 |
| Challenger Newport Beach | 2019/01/25 19:00 | Enzo Couacaud v Darian King | 6-3,3-6,7-6 |
| Challenger Newport Beach | 2019/01/24 18:00 | Darian King v Kaichi Uchida | 6-3,4-6,6-4 |
| Challenger Newport Beach | 2019/01/23 18:00 | Darian King v Benjamin Bonzi | 6-4,6-2 |
| Austraalia lahtised meistrivõistlused | 2019/01/11 03:00 | Darian King v Viktor Troicki | 2-6,6-3,3-6 |
| Austraalia lahtised meistrivõistlused | 2019/01/10 06:50 | Darian King v Alexey Vatutin | 6-3,4-6,6-2 |
| Austraalia lahtised meistrivõistlused | 2019/01/09 05:35 | Marcos Baghdatis v Darian King | 4-6,6-4,3-6 |
| Challenger Orlando | 2019/01/06 16:00 | Darian King v Marcos Giron | 4-6,4-6 |
| Challenger Cleveland | 2019/01/30 02:55 | Roy Smith v Donald Young | 6-4,0-6,7-6 |
| Challenger Cleveland | 2019/01/28 18:25 | Roy Smith v Gijs Brouwer | 7-6,6-3 |
| Challenger Newport Beach | 2019/01/21 19:30 | Roy Smith v Benjamin Bonzi | 2-6,5-7 |
| Challenger Canberra | 2019/01/07 04:15 | Tomas Barrios Vera v Roy Smith | 7-6,6-3 |
| Challenger - Noumea | 2018/12/31 06:15 | Marc-Andrea Huesler v Roy Smith | 6-4,7-6 |
| Challenger Houston | 2018/11/19 01:00 | Roy Smith v Bradley Klahn | 6-7,6-7 |
| Challenger Houston | 2018/11/16 17:50 | Thai-Son Kwiatkowski v Roy Smith | 6-4,6-7,6-7 |
| Challenger Houston | 2018/11/14 16:00 | Roy Smith v Harrison Adams | 6-3,6-4 |