Stadium: Court 2 Round: 54 Ground: Hardcourt outdoor
| ITF M25 Nottingham | 2023/04/16 08:55 | Drew Van Orderlain v Ioannis Xilas | 3-6,3-6 |
| ITF M25 Montreal | 2023/03/13 19:35 | Jonathan Sorbo v Drew Van Orderlain | 6-4,6-2 |
| ITF M25 Montreal | 2023/03/08 19:30 | Drew Van Orderlain v Sandro Kopp | 1-6,3-6 |
| ITF M25 Montreal | 2023/03/07 17:10 | Drew Van Orderlain v Ren Nakamura | 7-6,7-5 |
| ITF M25 Montreal | 2023/03/06 19:50 | Herbert Jody Maginley v Drew Van Orderlain | 6-7,1-6 |
| ITF M25 Santo Domingo Qual | 2023/02/19 20:25 | Tommaso Carnevale-Miino v Drew Van Orderlain | 6-1,6-2 |
| ITF M25 Santo Domingo | 2023/02/13 13:30 | Leanid Boika v Drew Van Orderlain | 6-2,0-6,11-9 |
| ITF M25 Santo Domingo | 2023/02/12 13:00 | Drew Van Orderlain v Yohandri P Garcia | 6-0,6-0 |
| ITF M25 Nottingham | 2023/04/16 09:00 | Ryan James Storrie v Michael Shaw | 6-1,6-7,10-5 |
| UK Pro League | 2023/04/14 13:00 | Ivan Denisov v Michael Shaw | 6-7,3-6 |
| UK Pro League | 2023/04/13 13:00 | Adam Jones v Michael Shaw | 1-6,4-6 |
| UK Pro League | 2023/04/12 16:30 | Michael Shaw v George Houghton | 5-7,6-3,9-11 |
| UTR Pro Easton | 2023/04/07 07:00 | Ching Wah Wai v Michael Shaw | 7-5,6-3 |
| UTR Pro Easton | 2023/04/06 10:00 | Hien Q H Pham v Michael Shaw | 3-6,3-6 |
| UTR Pro Easton | 2023/04/05 07:00 | Alexander Okonkwo v Michael Shaw | 5-7,6-0,2-6 |
| UTR Pro Easton | 2023/04/03 08:30 | David Quayle v Michael Shaw | 6-3,6-3 |