Stadium: Centre Court Round: 24 Ground: Hardcourt indoor
| ITF Germany F13 | 2015/08/28 11:00 | Simon, Tobias v Jahn, Jeremy | 4-6,3-6 |
| Karlsruhe, Singles M-ITF-GER-04A | 2019/06/05 13:40 | Jahn, Jeremy v Frawley, James | 6-2,3-6,7-6 |
| ITF M15 Quinta Do Lago | 2019/03/20 15:55 | Binding, Jonathan v Jahn, Jeremy | 2-6,1-6 |
| Kazan, Simples M-ITF-RUS-02A | 2019/03/14 08:35 | Jahn, Jeremy v Patael, Ben | 6-7,5-7 |
| Kazan, Simples M-ITF-RUS-02A | 2019/03/13 08:30 | Jahn, Jeremy v Lozan, Kristian | 6-1,6-3 |
| Kazan, Simples M-ITF-RUS-02A | 2019/03/13 07:00 | Jahn, Jeremy v Lozan, Kristian | 6-1,6-3 |
| ITF - M25 Trente | 2019/03/03 09:30 | Jahn, Jeremy v Jannik Sinner | 3-6,4-6 |
| ITF - M25 Trente | 2019/03/02 13:00 | Lenz, Julian v Jahn, Jeremy | 6-7,3-6 |
| ITF - M25 Trente | 2019/03/01 12:30 | Dubrivnyy, Artem v Jahn, Jeremy | 0-6,3-6 |
| Huelva, Singles Qualifying M-ITF-ESP-12A | 2019/06/14 15:00 | Simon, Tobias v Pol Martin Tiffon | 4-6,4-6 |
| Huelva, Singles Qualifying M-ITF-ESP-12A | 2019/06/13 17:00 | Simon, Tobias v Evan Furness | 6-3,6-7,6-1 |
| Huelva, Singles Qualifying M-ITF-ESP-12A | 2019/06/12 13:25 | Simon, Tobias v Faria, Luis | 6-3,7-6 |
| Poznan, Poland | 2019/06/03 08:00 | Simon, Tobias v Jacopo Berrettini | 2-6,4-6 |
| ITF M25 Most | 2019/05/29 08:00 | Simon, Tobias v Recek, Dominik | 5-7,4-6 |
| Samarkand, Uzbekistan | 2019/05/13 11:20 | Zhurbin, Alexander v Simon, Tobias | 7-6,6-7,7-5 |
| Shymkent 2, Kazakhstan | 2019/05/09 10:45 | Simon, Tobias v Jay Clarke | 2-6,7-5,6-7 |
| Shymkent 2, Kazakhstan | 2019/05/07 08:10 | Viktor Durasovic v Simon, Tobias | 6-7,5-7 |