Stadium: Court 9 Round: 26 Ground: Hardcourt outdoor
| ITF M15 Cancun | 2020/01/29 18:30 | Tomas Lipovsek Puches v Ajeet Rai | 4-6,0-6 |
| ITF M15 Cancun | 2020/01/28 14:00 | Alexander Lebedev v Ajeet Rai | 6-7,4-6 |
| ITF M15 Cancun | 2020/01/26 15:00 | James Ibrahim v Ajeet Rai | 2-6,6-3,5-10 |
| ITF M15 Cancun | 2020/01/23 14:00 | Tomas Lipovsek Puches v Ajeet Rai | 6-4,6-4 |
| ITF M15 Cancun | 2020/01/21 14:00 | Ajeet Rai v Gerardo L Villasenor | 3-6,6-2,6-2 |
| ATP Auckland | 2020/01/11 00:10 | Thiago Monteiro v Ajeet Rai | 6-4,6-2 |
| ITF M15 Te Anau | 2020/01/02 21:00 | Ajeet Rai v Andrea Vavassori | 2-6,5-7 |
| ITF M15 Te Anau | 2020/01/01 22:15 | Lorenzo Musetti v Ajeet Rai | 1-6,6-3,6-7 |
| ITF M15 Cancun | 2020/01/29 19:10 | Brandon Walkin v David Volfson | 6-4,6-3 |
| ITF M15 Cancun | 2020/01/18 14:00 | Alessandro Bega v Brandon Walkin | 7-5,6-2 |
| ITF M15 Cancun | 2020/01/17 14:00 | Brandon Walkin v Tanner K Smith | 6-4,7-5 |
| ITF M15 Cancun | 2020/01/16 14:00 | Brandon Walkin v Ignacio Carou | 6-4,6-2 |
| Australian Open WC | 2019/12/09 02:25 | John-Patrick Smith v Brandon Walkin | 6-3,7-6,6-3 |
| Challenger Playford 2 | 2019/10/28 04:55 | Jacob Grills v Brandon Walkin | 7-6,6-1 |
| Challenger Traralgon | 2019/10/21 23:00 | Brandon Walkin v Blake Mott | 4-6,4-6 |
| Challenger Traralgon | 2019/10/20 23:00 | Brandon Walkin v Matthew Dellavedova | 7-6,6-2 |