Stadium: Hard Court 5 Round: 44 Ground: Hardcourt outdoor
| ITF M15 Plovdiv | 2019/06/05 07:00 | Bastian Malla v Simon A Ivanov | 6-0,6-0 |
| ITF M15 Sozopol | 2019/05/08 07:00 | Simon A Ivanov v Llewelyn Bevan | 6-0,6-2 |
| ITF M15 Madrid | 2019/04/16 09:30 | Simon A Ivanov v Carlos Lopez Montagud | 1-6,1-6 |
| ITF M15 Quinta Do Lago | 2019/03/19 12:10 | Simon A Ivanov v Teymuraz Gabashvili | 1-6,3-6 |
| ITF M15 Portimao | 2019/03/12 11:00 | Simon A Ivanov v Paul Oosterbaan | 5-7,6-4,1-6 |
| ITF M15 Loule | 2019/03/06 19:00 | Manuel Pena Lopez v Simon A Ivanov | 1-6,6-2,6-4 |
| ITF M15 Faro | 2019/02/27 13:00 | Paul Oosterbaan v Simon A Ivanov | 1-6,6-1,6-1 |
| ITF M15 Vale Do Lobo | 2019/02/20 11:00 | Luis Faria v Simon A Ivanov | 6-0,6-4 |
| ITF M15 Tabarka | 2019/05/09 10:40 | Glenn Smits v Tom Pisane | 3-6,1-6 |
| ITF M15 Tabarka | 2019/05/07 10:10 | Glenn Smits v Zakaria B Brahim | 7-5,2-6,6-4 |
| Full List | 2019/05/06 08:30 | Glenn Smits v Anwar Elkamony | 6-1,6-1 |
| ITF M15 Tabarka | 2019/03/04 08:00 | Ignacio Carou v Glenn Smits | 6-4,0-6,10-7 |
| ITF Czech Republic F9 | 2018/11/05 11:40 | Michal Selecky v Glenn Smits | 6-3,7-6 |
| ITF Czech Republic F9 | 2018/11/04 10:00 | Jiri Jenicek v Glenn Smits | 1-6,2-6 |
| ITF Netherlands F2 Qual | 2017/06/25 09:00 | Glenn Smits v Maikel Borg | 0-6,6-7 |
| ITF Netherlands F6 | 2016/08/20 08:00 | Robert Willekes MacDonald v Glenn Smits | 6-3,7-5 |