| UTR Pro Florida Women | 2023/08/06 13:30 | Alyssa James v Meisha Kendall-Woseley | 6-1,6-7,2-6 |
| ITF W100 Granby | 2023/07/17 13:55 | Meisha Kendall-Woseley v Savanna Ly-Nguyen | 2-6,1-6 |
| ITF W100 Granby | 2023/07/16 15:30 | Ana Grubor v Meisha Kendall-Woseley | 6-0,2-6,1-6 |
| ITF W60 Sumter | 2023/06/13 15:35 | Martina Okalova v Meisha Kendall-Woseley | 6-3,6-1 |
| ITF W60 Sumter | 2023/06/12 16:45 | Ella Ecker v Meisha Kendall-Woseley | 0-6,0-6 |
| Bethany Beach, Singles W-ITF-USA-17A | 2023/05/17 15:25 | Jasmin Jebawy v Meisha Kendall-Woseley | 6-3,6-2 |
| Bethany Beach, Singles W-ITF-USA-17A | 2023/05/16 13:30 | Meisha Kendall-Woseley v Karma Yacavino | 6-2,7-5 |
| ITF W25 Orlando | 2023/05/08 15:00 | Emma Lella v Meisha Kendall-Woseley | 3-6,6-0,10-7 |
| ITF W25 Punta Cana | 2023/07/14 15:00 | Solana Sierra v Gailis, Rachel | 6-2,6-1 |
| ITF W25 Punta Cana | 2023/07/13 13:25 | Gailis, Rachel v Whitney Osuigwe | 6-3,7-5 |
| ITF W25 Punta Cana | 2023/07/12 15:50 | Vasilisa Borisova v Gailis, Rachel | 0-6,1-6 |
| ITF W25 Punta Cana | 2023/07/11 15:05 | Gailis, Rachel v Amanda C Nava Elkin | 6-0,6-1 |
| ITF W25 Punta Cana | 2023/07/10 14:30 | Gailis, Rachel v Maelys Bougrat | 6-2,6-4 |
| ITF W25 Punta Cana | 2023/07/03 16:00 | Yasmine Kabbaj v Gailis, Rachel | 6-3,6-2 |
| ITF W25 Punta Cana | 2023/07/02 14:00 | Baranovski, Anna v Gailis, Rachel | 3-6,1-6 |
| ITF W25 Colorado Springs | 2023/06/15 21:15 | Gailis, Rachel v Willson, Danielle | 6-2,2-6,5-7 |