Stadium: Court 4 Round: 54 Ground: Hardcourt outdoor
| ITF - M15 Doha | 2019/12/19 11:40 | Simon Freund v Harry Wendelken | 0-6,2-6 |
| ITF - M15 Doha | 2019/12/18 13:30 | Oleksii Krutykh v Simon Freund | 6-4,5-7,3-6 |
| ITF - M15 Doha | 2019/12/13 12:00 | Kalenichenko, Danylo v Simon Freund | 7-6,6-2 |
| ITF - M15 Doha | 2019/12/12 12:00 | Simon Freund v Aliaksandr Liaonenka | 6-1,6-0 |
| ITF - M15 Doha | 2019/12/11 14:05 | Bava, Haadin v Simon Freund | 2-6,1-6 |
| Meshref, Singles Qualifying M-ITF-KUW-01A | 2019/11/15 08:00 | Simon Freund v Tepavac, Marko | 4-6,2-6 |
| Meshref, Singles Qualifying M-ITF-KUW-01A | 2019/11/14 07:55 | Simon Freund v Yeung, Pak Long | 6-2,7-5 |
| Meshref, Singles Qualifying M-ITF-KUW-01A | 2019/11/13 09:30 | Simon Freund v Borsan, Doru Junior | 6-2,6-3 |
| ITF M15 Tallahassee | 2019/12/04 19:20 | Eliot Spizzirri v Smith, Errol | 6-1,6-2 |
| ITF M15 East Lansing | 2019/11/20 20:40 | Smith, Errol v Ezekiel Clark | 5-7,1-6 |
| ITF M25 Malibu | 2019/11/05 18:30 | Smith, Errol v Millen Hurrion | 1-6,6-3,8-10 |
| ITF M25 Malibu | 2019/11/04 18:00 | Smith, Errol v Chadwell, Ian | 7-5,6-2 |
| Claremont, Singles Qualifying M-ITF-USA-06B | 2019/10/09 20:05 | Smith, Errol v Khan, Zane | 4-6,7-6,3-6 |
| ITF M25 Edwardsville | 2019/08/07 17:25 | Ezekiel Clark v Smith, Errol | 6-4,7-6 |
| ITF M25 Edwardsville | 2019/08/06 15:45 | Smith, Errol v Pickens, A.trice | 6-4,4-6,10-8 |
| ITF M25 Decatur | 2019/07/31 22:00 | Brooksby, Jenson v Smith, Errol | 6-3,6-2 |