Head to Head
| ITF Women Midland | 2018/02/03 23:00 | Jamie Loeb v Jennifer Brady | 7-5,4-6,6-4 |
Home History
| Matchplay 120 Women | 2020/06/01 13:13 | Jamie Loeb v Caroline Dolehide | 5-7,0-0 |
| Matchplay 120 Women | 2020/05/29 13:00 | Jamie Loeb v Laura Siegemund | 6-1,5-7,1-6 |
| US Pro Tennis Series Women | 2020/05/10 16:45 | Jamie Loeb v Jessica Livianu | 3-0 |
| US Pro Tennis Series Women | 2020/05/10 14:00 | Jamie Loeb v Luisa Stefani | 4-6,5-7 |
| US Pro Tennis Series Women | 2020/05/07 20:15 | Jennifer Elie v Jamie Loeb | 1-6,2-6 |
| US Pro Tennis Series Women | 2020/05/07 16:30 | Jamie Loeb v Sofia Sewing | 6-1,1-6,7-10 |
| WTA Indian Wells | 2020/03/02 23:15 | Kurumi Nara v Jamie Loeb | 7-6,6-4 |
| ITF W25 Rancho Santa Fe | 2020/02/27 21:45 | Yanina Wickmayer v Jamie Loeb | 4-6,6-0,6-0 |
Away History
| Matchplay 120 Women | 2020/05/29 16:00 | Laura Siegemund v Jennifer Brady | 5-7,0-6 |
| WTA Doha | 2020/02/25 18:15 | Ons Jabeur v Jennifer Brady | 6-4,6-3 |
| WTA Doha | 2020/02/24 16:40 | Jennifer Brady v Alison Riske-Amritraj | 7-6,1-6,7-6 |
| WTA Dubai | 2020/02/21 15:30 | Simona Halep v Jennifer Brady | 6-2,6-0 |
| WTA Dubai | 2020/02/20 11:55 | Jennifer Brady v Garbine Muguruza | 6-7,6-3,6-4 |
| WTA Dubai | 2020/02/19 10:00 | Jennifer Brady v Marketa Vondrousova | 4-6,6-4,6-1 |
| WTA Dubai | 2020/02/18 10:00 | Elina Svitolina v Jennifer Brady | 2-6,1-6 |
| WTA Dubai | 2020/02/17 08:35 | Su-Wei Hsieh v Jennifer Brady | 2-6,2-6 |