Stadium: Court 3 Round: 26 Ground: Hardcourt outdoor
| ITF M15 Setubal | 2019/06/25 15:10 | Ivanov, Simon Anthony v Daniel Batista | 6-4,7-5 |
| Plovdiv, Singles Qualifying M-ITF-BUL-03A | 2019/06/05 07:00 | Malla, Bastian v Ivanov, Simon Anthony | 6-0,6-0 |
| ITF M15 Sozopol | 2019/05/08 07:00 | Ivanov, Simon Anthony v Bevan, Llewelyn | 6-0,6-2 |
| ITF M15 Madrid | 2019/04/16 09:30 | Ivanov, Simon Anthony v Carlos Lopez Montagud | 1-6,1-6 |
| ITF M15 Quinta Do Lago | 2019/03/19 12:10 | Ivanov, Simon Anthony v Gabashvili, Teimuraz | 1-6,3-6 |
| Portimao, Singles Qualifying M-ITF-POR-16A | 2019/03/12 11:00 | Ivanov, Simon Anthony v C. Oosterbaan, Paul | 5-7,6-4,1-6 |
| ITF M15 Loule | 2019/03/06 19:00 | Pena Lopez, Manuel v Ivanov, Simon Anthony | 1-6,6-2,6-4 |
| ITF M15 Faro | 2019/02/27 13:00 | C. Oosterbaan, Paul v Ivanov, Simon Anthony | 1-6,6-1,6-1 |
| ITF M15 Setubal | 2019/06/25 11:00 | Duarte Vale v Robert Strombachs | 6-7,6-7 |
| ITF M25 Kiseljak | 2019/05/28 10:30 | Miladinovic, Marko v Robert Strombachs | 6-1,6-1 |
| ITF M15 Brcko | 2019/05/21 16:10 | Dubrivnyy, Artem v Robert Strombachs | 7-6,6-4 |
| ITF M25 Doboj | 2019/05/15 10:20 | Faivre, Pierre v Robert Strombachs | 6-1,6-1 |
| Prijedor, Singles M-ITF-BIH-04A | 2019/05/10 10:55 | Miladinovic, Marko v Robert Strombachs | 2-6,6-3,6-3 |
| Prijedor, Singles M-ITF-BIH-04A | 2019/05/08 10:20 | Rogic Hadzalic, Alen v Robert Strombachs | 4-6,1-6 |
| ITF - M15 Sharm El Sheikh | 2019/04/05 08:00 | Daniel Michalski v Robert Strombachs | 6-4,6-0 |
| ITF - M15 Sharm El Sheikh | 2019/04/04 08:00 | Stuart Parker v Robert Strombachs | 1-6,7-6,2-6 |