Stadium: Court 1 Round: 44 Ground: Hardcourt outdoor
| ITF M15 Cancun | 2020/01/27 14:00 | Alexander Lebedev v Sam Lapides | 6-2,6-1 |
| ITF M15 Cancun | 2020/01/22 15:15 | Alexander Lebedev v Jesse Flores | 3-6,6-3,5-7 |
| ITF M15 Cancun | 2020/01/21 15:00 | Alexander Lebedev v Murphy Cassone | 6-3,7-6 |
| ITF M15 Cancun | 2020/01/20 14:00 | Alexander Lebedev v Chris Wettengel | 6-2,6-3 |
| ITF M15 Cancun | 2020/01/19 15:30 | Alexander Lebedev v Nikolay Sysoev | 6-2,6-2 |
| ITF M25 Rancho Santa Fe | 2020/01/14 18:55 | Sebastian Fanselow v Alexander Lebedev | 7-5,2-6,10-3 |
| ITF M25 Rancho Santa Fe | 2020/01/13 18:00 | Alexander Lebedev v Connor Farren | 7-6,7-5 |
| ITF M25 Los Angeles | 2020/01/07 19:40 | Austin Rapp v Alexander Lebedev | 6-1,3-6,10-7 |
| 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 Te Anau | 2019/12/30 23:00 | Ajeet Rai v William Hatzis | 6-3,6-2 |
| ITF M15 Cancun | 2019/11/20 16:45 | Ajeet Rai v Gerardo L Villasenor | 6-7,6-4,1-6 |