Stadium: Court 1 Round: 26 Ground: Hardcourt outdoor
| ITF M25 Tainan | 2023/08/25 02:00 | Rishab Agarwal v Singh, Digvijaypratap | 2-6,6-3,6-4 |
| ITF - M15 Addis Ababa | 2023/05/26 07:15 | Rishab Agarwal v Singh, Digvijaypratap | 6-3,6-7,6-3 |
| ITF M15 Chennai | 2023/04/06 03:30 | Singh, Digvijaypratap v Rishab Agarwal | 6-7,6-2,6-1 |
| ITF M25 Dharwad | 2023/10/18 05:05 | Rishab Agarwal v Jagmeet Singh | 6-4,6-2 |
| ITF M15 Ahmedabad | 2023/10/11 05:45 | Rishab Agarwal v Raghav Jaisinghani | 7-5,2-6,6-7 |
| ITF M15 Ahmedabad | 2023/10/10 04:45 | Rishab Agarwal v Nitin Kumar Sinha | 6-7,6-4,6-4 |
| ITF M25 Kigali | 2023/09/08 08:00 | Oliver Crawford v Rishab Agarwal | 6-0,6-2 |
| ITF M25 Kigali | 2023/09/07 07:00 | Yash Yadav v Rishab Agarwal | 2-6,1-6 |
| ITF M25 Kigali | 2023/09/06 06:55 | Moritz Schroeter v Rishab Agarwal | 1-6,7-6,5-7 |
| ITF M25 Tainan | 2023/08/27 01:55 | Matyas Fuele v Rishab Agarwal | 6-2,6-2 |
| ITF M25 Tainan | 2023/08/26 02:00 | Kazuki Nishiwaki v Rishab Agarwal | 5-7,3-6 |
| ITF M25 Dharwad | 2023/10/17 05:45 | Siddhant Banthia v Singh, Digvijaypratap | 2-6,6-7 |
| ITF M15 Ahmedabad | 2023/10/12 04:00 | Singh, Digvijaypratap v Karan Singh | 7-5,5-7,3-6 |
| ITF M15 Ahmedabad | 2023/10/11 04:30 | Singh, Digvijaypratap v Shivank Bhatnagar | 6-7,6-2,6-3 |
| ITF M15 Ahmedabad | 2023/10/10 03:30 | Singh, Digvijaypratap v Ryotaro Matsumura | 6-2,6-4 |
| Alicante, Spain | 2023/10/01 10:10 | Daniel Cukierman v Singh, Digvijaypratap | 6-0,7-6 |
| Coupe Davis | 2023/09/17 11:30 | Singh, Digvijaypratap v Ahouda, Walid | 6-1,5-7,10-6 |
| ITF M25 Tainan | 2023/08/25 02:00 | Rishab Agarwal v Singh, Digvijaypratap | 2-6,6-3,6-4 |
| ITF M25 Tainan | 2023/08/24 03:50 | Lucio Carnevalle v Singh, Digvijaypratap | 2-6,2-6 |