Stadium: Court 1 Round: 54 Ground: Hardcourt outdoor
| ITF M25 Decatur | 2019/07/31 22:00 | Brooksby, Jenson v Smith, Errol | 6-3,6-2 |
| ITF M25 Champaign | 2019/07/25 19:45 | Oliver Crawford v Smith, Errol | 4-6,6-1,6-1 |
| ITF M25 Champaign | 2019/07/24 17:00 | Smith, Errol v Seelig, Kyle | 7-6,6-4 |
| Iowa City, Singles Qualifying M-ITF-USA-22A | 2019/07/19 16:15 | Geller, Axel v Smith, Errol | 2-6,6-3,6-0 |
| Iowa City, Singles Qualifying M-ITF-USA-22A | 2019/07/18 14:00 | Smith, Errol v Gonzalez, Alejandro | 7-6,6-4 |
| Iowa City, Singles Qualifying M-ITF-USA-22A | 2019/07/17 16:30 | Perez, Alfredo v Smith, Errol | 5-7,7-6,6-7 |
| ITF M15 Pittsburgh | 2019/07/03 16:30 | Smith, Errol v Rodriguez-Pace, Ricardo | 4-6,0-6 |
| Rochester, Singles M-ITF-USA-19A | 2019/06/26 18:45 | Seelig, Kyle v Smith, Errol | 6-2,6-2 |
| ITF M25 Edwardsville | 2019/08/05 14:00 | Pickens, A.trice v Winter Meagher | 6-1,6-4 |
| ITF M25 Decatur | 2019/07/29 18:00 | Pickens, A.trice v Montsi, Siphosothando | 4-6,6-3,6-10 |
| ITF USA F22 Qual | 2018/08/05 13:30 | Pickens, A.trice v Lebedev, Alexander | 6-7,3-6 |
| ITF USA F21 Qual | 2018/07/30 15:00 | Charles Broom v Pickens, A.trice | 6-2,6-2 |
| ITF USA F20 Qual | 2018/07/21 15:00 | Pickens, A.trice v Joshi, Abhijeet | 4-6,5-7 |
| ITF USA F19B Qual | 2018/07/14 18:30 | Pickens, A.trice v Zhang, Andrew | 6-3,3-6,1-6 |
| ITF USA F19 Qual | 2018/07/01 15:00 | Kessler, Mcclain v Pickens, A.trice | 6-2,7-5 |
| ITF USA F15 Qual | 2018/06/16 13:00 | Matthew Segura v Pickens, A.trice | 7-6,7-5 |