Stadium: Court 3 Round: 25 Ground: Hardcourt outdoor
| ITF M25 Decatur | 2019/07/30 16:35 | Mason Beiler v Vasilios Caripi | 6-2,6-1 |
| ITF M15 Harare | 2019/06/26 07:00 | S D Prajwal Dev v Vasilios Caripi | 6-3,6-2 |
| ITF M15 Harare | 2019/06/24 07:00 | Yash Chaurasia v Vasilios Caripi | 4-6,6-7 |
| ITF M15 Harare | 2019/06/19 08:40 | Lucas Catarina v Vasilios Caripi | 6-1,6-2 |
| ITF M15 Harare | 2019/06/17 10:00 | Vasilios Caripi v Tushar Madan | 6-4,6-2 |
| ITF M15 Heraklion | 2019/05/27 07:00 | Alexandros Skorilas v Vasilios Caripi | 6-2,6-4 |
| ITF M15 Heraklion | 2019/05/20 07:00 | Gabriel Donev v Vasilios Caripi | 6-1,6-0 |
| ITF M15 Heraklion | 2019/05/13 07:00 | Vasilios Caripi v Jesse Delaney | 7-6,3-6,5-10 |
| ITF M15 Johannesburg | 2019/09/23 08:00 | Claudio Grassi v Gerhardt Marius Becker | 7-5,6-2 |
| ITF M15 Johannesburg | 2019/09/22 13:30 | Lefa Ashley Sibanda v Claudio Grassi | 2-6,2-6 |
| ITF M15 Johannesburg | 2019/09/22 08:00 | Claudio Grassi v Stefano Parola | 6-2,6-2 |
| ITF Italy F24 | 2015/08/25 19:00 | Ilija Vucic v Claudio Grassi | 6-4,4-6,6-4 |
| ITF Switzerland F2 | 2015/03/20 11:00 | Claudio Grassi v Enzo Sommer | 4-6,2-6 |
| ITF Switzerland F2 | 2015/03/19 13:55 | Alessandro Bega v Claudio Grassi | 6-7,3-6 |
| ITF Switzerland F2 | 2015/03/18 12:10 | Antoine Bellier v Claudio Grassi | 3-6,3-6 |
| ITF Tunisia F5 | 2015/03/04 09:30 | Julien Cagnina v Claudio Grassi | 7-5,6-1 |