Stadium: Court 1 Round: 25 Ground: Clay
| German Championship | 2020/12/08 08:00 | Philip Florig v Benedict Kurz | 7-5,7-5 |
| DTB German Pro Series | 2020/06/26 08:00 | Niklas Guttau v Philip Florig | 6-2,7-6 |
| DTB German Pro Series | 2020/06/25 08:00 | Matthias Bachinger v Philip Florig | 6-3,6-2 |
| DTB German Pro Series | 2020/06/24 10:00 | Niklas Guttau v Philip Florig | 6-7,6-2,6-1 |
| DTB German Pro Series | 2020/06/23 09:15 | Peter Heller v Philip Florig | 6-0,6-1 |
| DTB German Pro Series | 2020/06/13 08:00 | Philip Florig v Louis Wessels | 2-6,2-6 |
| DTB German Pro Series | 2020/06/12 08:30 | Peter Torebko v Philip Florig | 6-1,6-1 |
| DTB German Pro Series | 2020/06/11 13:00 | Yannick Maden v Philip Florig | 6-3,6-1 |
| ITF M25 Grodzisk Mazowiecki | 2021/08/05 14:25 | Pedro Sakamoto v Illya Beloborodko | 4-6,4-6 |
| ITF M25 Grodzisk Mazowiecki | 2021/08/05 07:00 | Pedro Sakamoto v Giacomo Revelli | 5-7,6-2,6-3 |
| Challenger Trieste | 2021/07/27 16:00 | Giulio Zeppieri v Pedro Sakamoto | 3-6,6-3,6-3 |
| Challenger Trieste | 2021/07/26 13:30 | Pedro Sakamoto v Hernan Casanova | 6-4,7-6 |
| Challenger Trieste | 2021/07/25 13:05 | Pedro Sakamoto v Francesco Forti | 7-6,6-4 |
| ATP Gstaad | 2021/07/17 14:30 | Enzo Couacaud v Pedro Sakamoto | 6-1,6-3 |
| Challenger Todi | 2021/07/12 14:40 | Flavio Cobolli v Pedro Sakamoto | 3-6,6-4,6-3 |
| ITF M25 Casinalbo | 2021/07/06 14:20 | Pedro Sakamoto v Matteo Arnaldi | 3-6,2-6 |