Stadium: Court 1 Round: 28 Ground: Clay
| ITF W25 Orlando | 2023/01/27 14:50 | Robin Montgomery v Victoria Hu | 6-2,7-5 |
| ITF W25 Orlando | 2023/01/26 15:00 | Robin Montgomery v Rina Saigo | 6-3,6-4 |
| ITF W25 Orlando | 2023/01/25 17:30 | Robin Montgomery v Irina Falconi | 7-6,6-3 |
| Australian Open - Kvinner | 2023/01/11 06:25 | Diana Shnaider v Robin Montgomery | 6-4,6-4 |
| Australian Open - Kvinner | 2023/01/10 06:15 | Maria Lourdes Carle v Robin Montgomery | 2-6,6-7 |
| ITF W60 Canberra | 2022/12/31 23:00 | Ashlyn Krueger v Robin Montgomery | 6-4,7-5 |
| ITF W60 Calgary | 2022/11/13 19:55 | Robin Montgomery v Urszula Radwanska | 7-6,7-5 |
| ITF W60 Calgary | 2022/11/12 22:00 | Jamie Loeb v Robin Montgomery | 4-6,6-1,6-7 |
| ITF W25 Orlando | 2023/01/27 14:45 | Gabriela Knutson v Ann Li | 6-7,5-7 |
| ITF W25 Orlando | 2023/01/26 16:30 | Johanne C Svendsen v Ann Li | 3-6,0-6 |
| ITF W25 Orlando | 2023/01/25 19:30 | Makenna Jones v Ann Li | 6-4,0-6,3-6 |
| Australian Open - Kvinner | 2023/01/11 01:10 | Oksana Selekhmeteva v Ann Li | 6-1,7-5 |
| Australian Open - Kvinner | 2023/01/09 02:35 | Raluca Georgiana Serban v Ann Li | 3-6,1-6 |
| WTA Auckland | 2022/12/31 02:55 | Eugenie Bouchard v Ann Li | 6-4,6-3 |
| WTA Montevideo | 2022/11/24 19:05 | Clara Burel v Ann Li | 3-6,6-3,6-3 |
| WTA Montevideo | 2022/11/22 19:05 | Natalija Stevanovic v Ann Li | 4-6,3-6 |