Stadium: Court 1 Round: 25 Ground: Clay
| WTA Lexington | 2020/08/09 21:00 | Ann Li v Robin Anderson | 6-7,5-7 |
| ITF W60 Lexington | 2019/08/03 20:00 | Robin Anderson v Ann Li | 3-6,4-6 |
| ITF W100 Bonita Springs | 2019/05/10 14:00 | Ann Li v Robin Anderson | 6-3,6-1 |
| ITF W60 Rome GA | 2023/02/02 15:55 | Peyton Stearns v Robin Anderson | 5-7,7-5,7-5 |
| ITF W60 Rome GA | 2023/02/01 19:20 | Danielle Lao v Robin Anderson | 7-6,4-6,2-6 |
| ITF W25 Orlando | 2023/01/26 14:55 | Victoria Hu v Robin Anderson | 7-5,6-4 |
| ITF W25 Orlando | 2023/01/25 17:30 | Sofia Sewing v Robin Anderson | 3-6,1-6 |
| Australian Open Women | 2023/01/09 08:10 | Robin Anderson v Selena Janicijevic | 3-6,2-6 |
| ITF W60 Canberra | 2023/01/03 01:35 | Robin Anderson v Oksana Selekhmeteva | 4-6,4-6 |
| ITF W60 Canberra | 2023/01/02 03:10 | Robin Anderson v Darya Astakhova | 1-6,3-6 |
| ITF W60 Canberra | 2023/01/01 06:00 | Robin Anderson v Irina Khromacheva | 5-7,6-3,6-4 |
| ITF W100 Charleston | 2023/04/19 16:35 | Ann Li v Madison Brengle | 5-7,6-1,3-6 |
| ITF W25 Boca Raton | 2023/04/14 13:00 | Yulia Starodubtsewa v Ann Li | 7-5,2-6,6-2 |
| ITF W25 Boca Raton | 2023/04/13 13:45 | Whitney Osuigwe v Ann Li | 2-6,6-3,3-6 |
| WTA Charleston | 2023/04/02 15:35 | Ann Li v Kayla Day | 2-6,4-6 |
| WTA Charleston | 2023/04/01 17:35 | Tamara Korpatsch v Ann Li | 6-2,2-6,1-6 |
| WTA Indian Wells | 2023/03/08 19:00 | Ann Li v Anna Blinkova | 1-6,2-6 |
| WTA Austin | 2023/02/27 18:00 | Anna Blinkova v Ann Li | 6-4,6-4 |
| WTA Austin | 2023/02/26 18:40 | Nao Hibino v Ann Li | 1-6,6-3,4-6 |