| ITF W60 Lexington | 07/31 14:00 | 25 | [430] Gail Brodsky v Junri Namigata [327] | Retired | |
| ITF W60 Ashland | 07/25 15:20 | 26 | [256] Katie Swan v Gail Brodsky [306] | 6-1,6-2 | |
| ITF W60 Ashland | 07/23 15:50 | 25 | [306] Gail Brodsky v En Shuo Liang [177] | 6-0,6-4 | |
| ITF W60 Berkeley | 07/19 19:00 | 27 | [83] Madison Brengle v Gail Brodsky [311] | 6-0,6-4 | |
| ITF W60 Berkeley | 07/18 17:00 | 26 | [311] Gail Brodsky v Hiroko Kuwata [271] | 6-4,5-7,7-5 | |
| ITF W60 Berkeley | 07/17 19:00 | 25 | [311] Gail Brodsky v Abbie Myers [392] | 6-3,6-3 | |
| ITF W60 Honolulu | 07/10 01:10 | 25 | [315] Gail Brodsky v Mai Hontama [362] | 4-6,3-6 | |
| ITF W25 Denver | 06/20 19:05 | 26 | Gergana Topalova v Gail Brodsky | 6-1,6-1 | |
| ITF W25 Denver | 06/18 22:50 | 25 | Haley Giavara v Gail Brodsky | 2-6,6-7 | |
| ITF W25 Irapuato | 03/06 22:20 | 25 | [293] Gail Brodsky v Natalija Kostic [284] | 1-6,6-3,3-6 | |
| ITF W100 Midland | 01/29 16:20 | 45 | [293] Gail Brodsky v Chihiro Muramatsu [362] | 1-6,2-6 | |
| ITF W100 Midland | 01/28 19:30 | 45 | Gail Brodsky v Ellie Douglas | 6-3,6-0 | |
| WTA Newport Beach | 01/21 20:35 | 24 | [292] Gail Brodsky v Allie Kiick [157] | 7-5,2-6,1-6 | |
| ITF Women Las Vegas | 11/04 23:00 | 54 | Gail Brodsky v Chanelle Van Nguyen | 3-6,3-6 | |
| ITF Women Tyler | 10/30 16:45 | 25 | [281] Gail Brodsky v Beatriz Haddad Maia [235] | 6-1,5-7,3-6 | |
| ITF Women Macon | 10/23 15:45 | 25 | [262] Lauren Davis v Gail Brodsky [282] | 6-4,6-3 | |
| ITF Women Florence | 10/17 14:00 | 25 | [284] Gail Brodsky v Robin Anderson [315] | 6-3,6-7,1-6 | |
| US Open Women | 08/23 17:55 | 45 | [166] Kathinka Von Deichmann v Gail Brodsky [312] | 6-2,6-4 | |
| US Open Women | 08/21 22:25 | 44 | [312] Gail Brodsky v Irina Bara [140] | 7-5,6-4 | |
| ITF Women Vancouver | 08/14 17:00 | 54 | [314] Gail Brodsky v Misaki Doi [240] | 3-6,6-7 | |
| ITF Women Vancouver | 08/13 18:15 | 54 | [314] Gail Brodsky v Maddison Inglis [391] | Retired | |
| ITF Women Vancouver Qual | 08/12 23:00 | 54 | Jessica Failla v Gail Brodsky | 6-7,2-6 | |
| ITF Women Vancouver | 08/12 23:00 | 45 | Fanni Stollar v Gail Brodsky | Cancelled | |
| ITF Women Landisville | 08/10 21:30 | 27 | [331] Gail Brodsky v Jessica Pegula [262] | 2-6,4-6 | |
| ITF Women Landisville | 08/09 15:00 | 26 | [135] Anastasia Potapova v Gail Brodsky [331] | 2-6,6-7 | |
| ITF Women Landisville | 08/08 15:15 | 25 | [331] Gail Brodsky v Sophie Chang [282] | 6-2,5-7,7-5 | |
| ITF Women Lexington | 08/01 15:00 | 25 | Kennedy Shaffer v Gail Brodsky | 6-3,6-3 | |
| ITF Women Ashland | 07/29 17:00 | 29 | Maegan Manasse v Gail Brodsky | 6-4,1-6,0-6 | |
| ITF Women Ashland | 07/28 14:00 | 28 | Jovana Jaksic v Gail Brodsky | 2-6,4-6 | |
| ITF Women Ashland | 07/27 16:00 | 27 | Gail Brodsky v Nao Hibino | Retired |