| ITF M25 Claremont | 10/08 17:00 | 46 | Alessandro-Damiano Ventre v Piers Foley | 6-0,6-2 | |
| ITF M25 - Wichita | 06/11 15:00 | 54 | Alessandro-D Ventre v Brandon Lam | Retired | |
| ITF M25 - Wichita | 06/10 15:00 | 54 | Alessandro-D Ventre v Juan Jose Mateus Rubiano | 6-1,6-3 | |
| ITF USA F34 | 11/25 17:05 | 54 | Julian Bradley v Alessandro-D Ventre | 6-2,6-1 | |
| ITF USA F31 | 11/15 15:00 | 26 | Jordi Arconada v Alessandro-D Ventre | 6-2,4-6,6-2 | |
| ITF USA F31 | 11/14 21:05 | 25 | Alessandro-D Ventre v Maxim Tybar | 7-6,3-6,6-1 | |
| ITF USA F31 | 11/13 15:00 | 62 | Alessandro-D Ventre v Alexey Nesterov | 4-6,6-1,6-4 | |
| ITF USA F31 | 11/12 17:30 | 62 | Alessandro-D Ventre v Carlos Anez | 6-2,6-2 | |
| ITF USA F28B | 10/22 15:00 | 62 | Alessandro-D Ventre v Zachary Svajda | 7-5,3-6,0-6 | |
| ITF USA F28B | 10/21 15:00 | 62 | Alessandro-D Ventre v Joseph Corse | 6-4,6-2 | |
| ITF USA F26 Qual | 09/22 19:30 | 60 | Siem Woldeab v Alessandro-D Ventre | 6-3,7-6 | |
| ITF USA F25 | 09/21 17:00 | 27 | Alessandro-D Ventre v Henry Craig | 1-6,5-7 | |
| ITF USA F25 | 09/20 17:00 | 26 | Alessandro-D Ventre v Conor Berg | 6-3,6-4 | |
| ITF USA F25 | 09/18 17:00 | 25 | Mousheg Hovhannisyan v Alessandro-D Ventre | 3-6,3-6 | |
| ITF USA F25 | 09/17 18:00 | 60 | Alessandro-D Ventre v Sameer Kumar | 7-5,6-1 | |
| ITF USA F25 | 09/16 17:30 | 60 | Alessandro-D Ventre v Ronald Hohmann | 7-6,6-2 | |
| ITF USA F25 | 09/15 20:30 | 60 | Reese Stalder v Alessandro-D Ventre | 6-1,1-6,1-6 | |
| ITF USA F24 | 09/09 17:30 | 60 | Michael Shabaz v Alessandro-D Ventre | 6-4,6-4 | |
| ITF USA F24 | 09/08 17:30 | 60 | Arnav Mohanty v Alessandro-D Ventre | 5-7,7-6,2-6 | |
| ITF USA F8 Qual | 03/17 17:00 | 62 | Ruan Roelofse v Alessandro-D Ventre | 6-1,6-2 | |
| ITF USA F7 Qual | 03/12 17:00 | 62 | Karl Friberg v Alessandro-D Ventre | 5-7,6-3,6-2 | |
| ITF USA F7 Qual | 03/11 18:00 | 62 | Ryan Goetz v Alessandro-D Ventre | 2-6,4-6 | |
| ITF USA F7 Qual | 03/10 17:00 | 62 | Alessandro-D Ventre v Mousheg Hovhannisyan | 6-3,3-6,6-4 | |
| Challenger San Francisco Qual | 02/05 22:40 | 54 | Jared Hiltzik v Alessandro-D Ventre | 6-2,6-4 | |
| Challenger San Francisco Qual | 02/04 23:00 | 46 | Alessandro-D Ventre v Felipe Mantilla | 7-6,6-2 | |
| Challenger San Francisco Qual | 02/03 20:30 | 45 | Alessandro-D Ventre v Ryder Jackson | 6-3,6-7,6-3 | |
| ITF USA F2 Qual | 01/06 18:00 | 62 | Alessandro-D Ventre v Filip Bergevi | 6-4,4-6,5-7 | |
| ITF USA F1 Qual | 12/31 17:00 | 62 | Collin Altamirano v Alessandro-D Ventre | 5-7,7-6,7-5 | |
| ITF USA F1 Qual | 12/30 18:00 | 62 | Alessandro-D Ventre v Gabriel Sanchez | 6-2,7-5 | |
| ITF USA F39 Qual | 11/25 16:00 | 62 | Arthur Rinderknech v Alessandro-D Ventre | 7-6,6-3 |