Round: 25 Ground: Clay
| ITF Women Santa Margherita | 2016/09/25 07:30 | Alessia Piran v Iesha Shepherd | 6-0,6-2 |
| ITF Women Santa Margherita | 2016/09/18 07:30 | Marcella Cucca v Iesha Shepherd | 6-4,6-0 |
| ITF Women Santa Margherita | 2016/09/11 07:30 | Iesha Shepherd v Amelia Fortescue | 1-6,1-6 |
| Billie Jean King Cup | 2016/02/04 15:00 | Monica Puig v Iesha Shepherd | 6-0,6-0 |
| Billie Jean King Cup | 2016/02/01 15:10 | Melissa Morales v Iesha Shepherd | 6-3,6-1 |
| ITF Women Santa Margherita Qual | 2016/10/17 11:00 | Iesha Holton v Francesca Bullani | 0-6,0-6 |
| ITF Women Santa Margherita | 2016/05/11 08:30 | Francesca Bullani v Lisa Sabino | 7-5,2-6,1-6 |
| ITF Women Santa Margherita | 2016/05/09 09:30 | Martina Pratesi v Francesca Bullani | 6-7,1-6 |