Stadium: Court 5 Round: 54 Ground: Hardcourt outdoor
| ITF M25 Roehampton | 2023/07/30 09:00 | Luke Simkiss v Zach Stephens | 6-4,7-5 |
| ITF M25 Grasse | 2023/06/11 15:35 | Cosme Rolland De Ravel v Zach Stephens | 6-1,6-1 |
| ITF M25 La Nucia | 2023/06/01 07:00 | Valentin Royer v Zach Stephens | 6-2,6-2 |
| ITF M25 Mataro | 2023/05/23 14:55 | Zach Stephens v Nikolas Sanchez Izquierdo | 1-6,1-6 |
| ITF M25 Valldoreix | 2023/05/10 09:30 | Javier Barranco Cosano v Zach Stephens | 6-1,6-2 |
| ITF M25 Sabadell | 2023/04/30 07:00 | Zach Stephens v Gianni Ross | 2-6,2-6 |
| ITF M15 Telde | 2023/04/18 11:55 | Zach Stephens v Xavi Matas Ortega | 2-6,3-6 |
| ITF M15 Sharm El Sheikh | 2023/03/29 10:50 | Zach Stephens v Zura Tkemaladze | 4-6,3-6 |
| ITF M25 Roehampton | 2023/08/01 12:25 | Michael Shaw v Patrick Brady | 3-6,5-7 |
| ITF M25 Roehampton | 2023/07/31 12:05 | Corey Gaal v Michael Shaw | 4-6,2-6 |
| ITF M25 Roehampton | 2023/07/30 09:00 | Freddy Blaydes v Michael Shaw | 3-6,4-6 |
| ITF M25 Roehampton | 2023/07/16 10:00 | Ryan James Storrie v Michael Shaw | 7-6,7-6 |
| ITF M25 Nottingham | 2023/07/10 10:00 | Massimo Giunta v Michael Shaw | 7-5,6-3 |
| ITF M25 Nottingham | 2023/07/09 10:00 | Thijmen Loof v Michael Shaw | 5-7,2-6 |
| UK Pro League | 2023/05/12 13:00 | Ying Hou v Michael Shaw | 2-6,0-6 |
| UK Pro League | 2023/05/11 10:00 | David Quayle v Michael Shaw | 6-1,3-6,10-2 |