Stadium: Court Smart Trade Round: 14 Ground: Clay
| German Premier League | 2020/08/21 06:30 | Mircea-Alexandru Jecan v Ronald Slobodchikov | 7-5,3-6,3-6 |
| German Premier League | 2020/08/20 08:15 | Ronald Slobodchikov v Ergi Kirkin | 7-6,7-5 |
| German Premier League | 2020/08/19 10:40 | Ronald Slobodchikov v Quentin Folliot | 6-4,6-0 |
| German Premier League | 2020/08/18 14:10 | Ronald Slobodchikov v Buvaysar Gadamauri | 6-3,6-3 |
| German Premier League | 2020/08/17 06:30 | Ronald Slobodchikov v Max Wiskandt | 6-3,6-4 |
| German Premier League | 2020/08/15 13:30 | Ronald Slobodchikov v Quentin Folliot | 1-6,2-6 |
| German Masters | 2020/08/14 07:00 | Ronald Slobodchikov v Jim Walder | 6-2,6-4 |
| German Premier League | 2020/08/13 08:35 | Ronald Slobodchikov v Altug Celikbilek | 6-2,5-7,6-2 |
| Challenger Campinas | 2020/11/30 15:00 | Oscar Jose Gutierrez v Sebastian Baez | 5-7,6-1,1-6 |
| Challenger Sao Paulo | 2020/11/22 14:00 | Oscar Jose Gutierrez v Matheus Pucinelli De Almeida | 1-6,3-6 |
| ITF M15 Setubal | 2020/10/06 10:45 | Oscar Jose Gutierrez v Patrik Niklas-Salminen | 2-6,4-6 |
| ITF M25 Porto | 2020/09/30 16:40 | Giovanni Fonio v Oscar Jose Gutierrez | 6-4,6-1 |
| Challenger Forli | 2020/09/19 11:30 | Oscar Jose Gutierrez v Mohamed Aziz Dougaz | 3-6,7-5,2-6 |
| ITF M25 Plaisir | 2020/09/15 08:30 | Oscar Jose Gutierrez v Valentin Royer | 4-6,1-6 |
| Challenger Monterrey | 2020/03/02 18:40 | Oscar Jose Gutierrez v Collin Altamirano | 3-6,4-6 |
| Challenger Morelos | 2020/02/19 02:55 | Oscar Jose Gutierrez v Thomaz Bellucci | 6-4,3-6,2-6 |