| LTA British Tour | 07/25 13:50 | 1 | Glasspool, Lloyd v Charles Broom | Cancelled | |
| LTA British Tour | 07/24 15:35 | 1 | [455] Glasspool, Lloyd v Prashanth, N. Vijay Sundar [300] | 6-2,6-2 | |
| LTA British Tour | 07/23 12:55 | - | Glasspool, Lloyd v Stoute, Isaac | 3-6,6-3,10-7 | |
| UK Tennis Series | 07/18 10:15 | 1 | Alastair Gray v Glasspool, Lloyd | 6-3,6-3 | |
| UK Tennis Series | 07/17 14:30 | 1 | Glasspool, Lloyd v Anton Matusevich | 4-6,6-7 | |
| UK Tennis Series | 07/16 09:00 | 1 | Glasspool, Lloyd v Jhun, Alexander | 6-3,7-6 | |
| UK Tennis Series | 07/15 13:00 | - | Recci, Mason v Glasspool, Lloyd | 2-6,0-6 | |
| UK Tennis Series | 07/15 13:00 | - | Jan Choinski v Glasspool, Lloyd | View | |
| UK Tennis Series | 07/14 10:30 | - | Glasspool, Lloyd v Paris, Joshua | View | |
| UK Tennis Series | 07/13 10:15 | - | Glasspool, Lloyd v Charles Broom | 6-4,7-6 | |
| UK Tennis Series | 07/12 10:15 | 1 | Cash, Julian v Glasspool, Lloyd | 6-3,6-4 | |
| UK Tennis Series | 07/11 09:00 | 1 | Glasspool, Lloyd v Gray, Jonathan | 6-4,6-3 | |
| UK Tennis Series | 07/10 14:15 | - | [455] Glasspool, Lloyd v Johnson, Luke [373] | 4-6,3-6 | |
| UK Tennis Series | 07/09 09:00 | - | Glasspool, Lloyd v Willis, Marcus | 6-4,6-2 | |
| UK Tennis Series | 07/08 13:00 | - | Hands, Tom v Glasspool, Lloyd | 6-3,4-6,2-10 | |
| UK Tennis Series | 07/07 09:00 | - | Glasspool, Lloyd v Billy Harris | 1-6,5-7 | |
| UK Tennis Series | 07/06 15:00 | - | Glasspool, Lloyd v Toby Martin | 6-3,6-3 | |
| LTA British Tour | 07/04 09:00 | - | Glasspool, Lloyd v Billy Harris | 4-6,3-6 | |
| LTA British Tour | 07/03 11:30 | 1 | Glasspool, Lloyd v Paris, Joshua | 6-3,6-4 | |
| Challenger Columbus | 02/26 18:25 | 25 | [243] Nam, Ji Sung v Glasspool, Lloyd [447] | 6-3,6-2 | |
| Challenger Columbus | 02/24 22:05 | 24 | Glasspool, Lloyd v Cannon Kingsley | 7-6,6-3 | |
| Drummondville, Canada | 02/18 15:00 | 24 | Glasspool, Lloyd v Kirkov, Vasil | 6-7,6-3,0-6 | |
| ITF M25 Rancho Santa Fe | 01/15 17:25 | 25 | [389] Juan M Cerundolo v Glasspool, Lloyd [403] | 1-6,6-2,6-4 | |
| Ann Arbor, USA | 01/06 15:25 | 24 | Glasspool, Lloyd v Mcnally, John | 4-6,1-6 | |
| Challenger Champaign | 11/14 19:25 | 26 | [434] Glasspool, Lloyd v Kavcic, Blaz [387] | 5-7,6-7 | |
| Challenger Champaign | 11/12 20:40 | 25 | [282] Kaichi Uchida v Glasspool, Lloyd [434] | 5-7,6-7 | |
| Challenger Champaign | 11/11 18:15 | 24 | [434] Glasspool, Lloyd v Michael Geerts [356] | 3-6,6-3,6-2 | |
| Challenger Knoxville | 11/06 16:30 | 25 | [436] Glasspool, Lloyd v Brandon Nakashima [397] | 6-7,6-3,6-7 | |
| Challenger Knoxville | 11/04 15:00 | 28 | Glasspool, Lloyd v Strong Kirchheimer | 1-6,5-7 | |
| Challenger Charlottesville | 10/28 23:55 | 24 | [422] Glasspool, Lloyd v Alexander Ritschard [388] | 4-6,4-6 |