Stadium: Court 21 Round: 26 Ground: Clay
| ITF - M15 Antalya | 2021/05/25 08:30 | Gonzalo Lama v Dambrosi, Giacomo | 6-7,7-6,3-6 |
| ITF - M15 Antalya | 2021/05/25 07:00 | Gonzalo Lama v Dambrosi, Giacomo | 6-7,7-6,3-6 |
| ITF M15 Cairo | 2021/04/18 08:30 | Francesco Passaro v Dambrosi, Giacomo | 6-1,6-4 |
| ITF M15 Cairo | 2021/04/17 08:30 | Dambrosi, Giacomo v Daniel Michalski | 3-6,6-4,6-4 |
| ITF M15 Cairo | 2021/04/16 08:30 | Krainer, L. v Dambrosi, Giacomo | 6-4,4-6,3-6 |
| ITF M15 Cairo | 2021/04/15 13:45 | Kawakami, Rimpei v Dambrosi, Giacomo | 6-3,3-6,3-6 |
| ITF M15 Cairo | 2021/04/14 12:30 | Dambrosi, Giacomo v Galarza, Juan Ignacio | 7-6,6-0 |
| ITF - M15 Opatija | 2021/03/28 07:55 | Dambrosi, Giacomo v Giovanni Fonio | 2-6,3-6 |
| ITF - M15 Antalya | 2021/05/26 12:40 | Stevens, Bart v Jakub Paul | 4-6,4-6 |
| ATP - Genève | 2021/05/16 08:30 | Cuevas, Pablo v Jakub Paul | 6-3,4-6,6-3 |
| ITF M15 St Petersburg | 2021/04/15 07:00 | Jakub Paul v Spec, Matic | 6-7,6-4,3-6 |
| ITF M15 St Petersburg | 2021/04/13 07:00 | Jakub Paul v Simon Freund | 7-6,6-0 |
| ITF M15 St Petersburg | 2021/04/06 07:00 | Jakub Paul v Dubrivnyy, Artem | 5-7,1-6 |
| ITF M25 Biel | 2021/03/30 10:00 | Veldheer, Mick v Jakub Paul | 6-2,4-6,10-6 |
| ITF M25 Biel | 2021/03/29 13:35 | Milan Welte v Jakub Paul | 4-6,1-6 |
| ITF - M25 Trimbach | 2021/03/12 08:55 | Jakub Paul v Matteo Martineau | 6-7,7-6,3-6 |