Stadium: Stadium Round: 62 Ground: Clay
| ITF Dominican Republic F2 | 2018/12/01 14:00 | Michel-Alexandre Fortin v Simon Freund | 5-7,0-6 |
| ITF Dominican Republic F1 | 2018/11/27 14:55 | Dusty H. Boyer v Simon Freund | 6-2,2-6,6-2 |
| ITF Dominican Republic F1 | 2018/11/26 13:00 | Emmett Ward v Simon Freund | 4-6,1-6 |
| ITF Dominican Republic F1 | 2018/11/25 14:00 | Simon Freund v Anshumat Srivastava | 6-0,6-3 |
| ITF Dominican Republic F1 | 2018/11/24 13:30 | Simon Freund v Arsav Mohanty | 6-4,6-1 |
| ITF Sweden F4 | 2018/09/23 11:45 | Marius Ruzgas v Simon Freund | 6-3,7-6 |
| ITF Sweden F4 | 2018/09/22 14:50 | Simon Freund v Pak Long Yeung | 7-6,7-6 |
| Challenger Bastad Qual | 2018/07/07 09:20 | Simon Freund v Dante Gennaro | 2-6,4-6 |
| ITF Dominican Republic F2 | 2018/12/01 14:00 | Junior T Pichardo v Stratton Gilmore | 6-2,6-4 |
| Challenger Santo Domingo | 2018/10/06 19:15 | Junior T Pichardo v Juan Sebastian Gomez | 2-6,6-7 |
| ITF USA F3 Qual | 2018/01/05 15:00 | Junior T Pichardo v Ivan Yatsuk | 3-6,4-6 |
| ITF Dominican Republic F1 | 2016/11/26 15:00 | Junior T Pichardo v Erroll Lawrence | 4-6,3-6 |