Stadium: Court 1 Round: 26 Ground: Clay
| ITF M15 Addis Ababa | 2023/05/18 05:30 | S D Prajwal Dev v Ben Weintraub | 6-2,6-0 |
| ITF M15 Addis Ababa | 2023/05/23 07:00 | Tsegai Gebremeskel v Ben Weintraub | 1-6,1-6 |
| ITF M15 Addis Ababa | 2023/05/18 05:30 | S D Prajwal Dev v Ben Weintraub | 6-2,6-0 |
| ITF M15 Alaminos-Larnaca | 2023/05/08 07:00 | Ben Weintraub v Igor Trunov | 2-6,3-6 |
| ITF M15 Alaminos-Larnaca | 2023/05/02 06:00 | Ben Weintraub v Dragos N Cazacu | 3-6,1-6 |
| ITF M15 Alaminos-Larnaca | 2023/05/01 08:30 | Ben Weintraub v Andrei Cuceu | 6-3,6-3 |
| ITF M15 Heraklion | 2023/03/22 08:30 | Ben Weintraub v Andrea Picchione | 1-6,0-6 |
| ITF M15 Heraklion | 2023/03/21 08:00 | Jonas Trinker v Ben Weintraub | 2-6,6-7 |
| ITF M15 Heraklion | 2023/03/19 07:00 | Benjamin Kreynes v Ben Weintraub | 4-6,3-6 |
| ITF M15 Addis Ababa | 2023/05/19 09:00 | S D Prajwal Dev v Eric Vanshelboim | 3-6,6-7 |
| ITF M15 Addis Ababa | 2023/05/18 09:10 | S D Prajwal Dev v Ryotaro Matsumura | 6-3,6-4 |
| ITF M15 Addis Ababa | 2023/05/18 05:30 | S D Prajwal Dev v Ben Weintraub | 6-2,6-0 |
| ITF M25 Jakarta | 2023/04/26 02:00 | Fitriadi M Rifqi v S D Prajwal Dev | 6-4,6-1 |
| ITF M25 Mysuru | 2023/04/01 04:00 | George Loffhagen v S D Prajwal Dev | 7-5,6-4 |
| ITF M25 Mysuru | 2023/03/31 06:30 | Mukund Sasikumar v S D Prajwal Dev | 6-1,5-7,6-7 |
| ITF M25 Mysuru | 2023/03/30 08:50 | Vishnu Vardhan v S D Prajwal Dev | 3-6,6-7 |
| ITF M25 Mysuru | 2023/03/29 05:20 | S D Prajwal Dev v Abhinav Sanjeev Shanmugam | 6-4,7-5 |