Stadium: Court 2 Round: 27 Ground: Hardcourt indoor
| ITF M25 Oberentfelden | 2019/02/06 13:35 | Jules Okala v Lloyd Glasspool | 3-6,6-7 |
| ITF M25 Tucson | 2019/01/12 18:00 | Martin Redlicki v Lloyd Glasspool | 3-6,7-6,6-2 |
| ITF M25 Tucson | 2019/01/11 17:00 | Peter Kobelt v Lloyd Glasspool | 3-6,7-6,4-6 |
| ITF M25 Tucson | 2019/01/10 17:00 | Jenson Brooksby v Lloyd Glasspool | 3-6,2-6 |
| ITF M25 Tucson | 2019/01/09 21:15 | Siphosothando Montsi v Lloyd Glasspool | 4-6,6-3,3-6 |
| ITF M25 Los Angeles | 2019/01/02 22:10 | Lloyd Glasspool v Brandon Holt | 4-6,2-6 |
| Challenger Champaign | 2018/11/13 21:15 | Lloyd Glasspool v Reilly Opelka | 6-7,6-7 |
| Challenger Charlottesville | 2018/10/29 15:30 | Nuno Borges v Lloyd Glasspool | 3-6,6-7 |
| ITF M25 Oberentfelden | 2019/02/05 13:30 | Ryan Peniston v Edan Leshem | 4-6,4-6 |
| ITF M25 Nussloch | 2019/01/24 13:30 | Tobias Simon v Ryan Peniston | 7-6,6-4 |
| ITF M25 Nussloch | 2019/01/23 17:50 | Ryan Peniston v Osman Torski | 6-0,6-1 |
| ITF M25 Nussloch | 2019/01/21 17:45 | Ryan Peniston v Karol Drzewiecki | 7-6,6-3 |
| ITF M25 Nussloch | 2019/01/21 11:55 | Ryan Peniston v Hendrik Jebens | 7-6,6-2 |
| ITF USA F35 | 2018/12/08 15:00 | Ryan Peniston v Maxime Cressy | 4-6,6-7 |
| ITF USA F35 | 2018/12/07 18:00 | Ryan Peniston v Jordi Arconada | 6-3,6-4 |
| ITF USA F35 | 2018/12/06 17:00 | Ryan Peniston v Hady Habib | 6-1,6-3 |