| ITF M25 Heraklion | 11/27 08:00 | 62 | Nikola Jovanovic v Gabriel Matuszewski | Retired | |
| ITF M15 Heraklion | 11/21 07:00 | 62 | Lior Goldenberg v Gabriel Matuszewski | 7-6,6-7,10-5 | |
| ITF M15 Heraklion | 11/20 13:00 | 62 | Gabriel Matuszewski v Julian Desousa | 1-6,6-1,10-6 | |
| ITF M15 Heraklion | 11/20 07:00 | 62 | Brett Winters v Gabriel Matuszewski | 7-5,2-6,5-10 | |
| ITF M25 Heraklion | 11/12 09:00 | 62 | AO Sporting Women v Gabriel Matuszewski | 6-4,6-0 | |
| ITF M25 Heraklion | 11/05 11:00 | 62 | Gabriel Matuszewski v Mattia Ricci | 4-6,4-6 | |
| ITF M25 Heraklion | 10/30 09:30 | 44 | Guy Den Heijer v Gabriel Matuszewski | 6-1,6-4 | |
| ITF M25 Heraklion | 10/29 10:30 | 44 | Mayo Hibi v Gabriel Matuszewski | 6-7,1-6 | |
| ITF M15 Heraklion | 10/22 08:30 | 44 | Gabriel Matuszewski v Stefan Cizelj-Zivkovic | 4-6,4-6 | |
| ITF M15 Heraklion | 10/17 06:30 | 44 | Ioannis Kountourakis v Gabriel Matuszewski | 6-3,6-0 | |
| ITF M15 Heraklion | 10/16 09:00 | 44 | Gianluca Carlini v Gabriel Matuszewski | 6-4,1-6,5-10 | |
| UTR Pro Beograd | 10/12 07:30 | - | Aleksa Mardjonovic v Gabriel Matuszewski | 0-3 | |
| UTR Pro Beograd | 10/10 12:58 | - | Gabriel Matuszewski v Drazen Petrovic | 6-3,6-4 | |
| UTR Pro Beograd | 10/08 09:00 | - | Gabriel Matuszewski v Vuk Radjenovic | 2-6,5-7 | |
| UTR Pro Beograd | 10/07 08:07 | - |
Gabriel Matuszewski v
Covilha
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5-7,6-4,5-7 | |
| UTR Pro Beograd | 10/05 06:00 | - | Luka Todorovic v Gabriel Matuszewski |
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| UTR Pro Beograd | 10/04 06:00 | - | Gabriel Matuszewski v Illya Beloborodko | 0-6,6-1,4-6 | |
| UTR Pro Beograd | 10/02 12:13 | - | Gabriel Matuszewski v Oleg Prihodko | 2-6,4-6 | |
| UTR Pro Beograd | 10/01 07:30 | - | Ivan Sodan v Gabriel Matuszewski | 6-7,3-6 | |
| ITF M15 Koszalin | 09/05 07:30 | 44 | Maciej Matuszczyk v Gabriel Matuszewski | 1-6,6-4,10-8 | |
| ITF M15 Szczawno | 08/30 15:30 | 25 | Gabriel Matuszewski v Kartik Jindal | 0-6,2-6 | |
| ITF M15 Szczawno | 08/28 17:45 | 44 | Piotr Kusiewicz v Gabriel Matuszewski | 6-4,3-6,5-10 | |
| ITF M25 Poznan | 08/22 09:00 | 44 | Alan Bojarski v Gabriel Matuszewski | 6-4,7-5 | |
| ITF M25 Poznan | 08/21 13:20 | 44 | Marcel Dzielo v Gabriel Matuszewski | 1-6,2-6 | |
| ITF M25 Bielsko Biala | 08/14 14:30 | 44 | Juliusz Bienkiewicz v Gabriel Matuszewski | 6-1,6-2 | |
| ITF M25 Bielsko Biala | 08/14 09:00 | 44 | Richard Antoni v Gabriel Matuszewski | 4-6,3-6 | |
| ITF M25 Lodz | 08/08 07:30 | 62 | Piotr Siekanowicz v Gabriel Matuszewski | 1-6,7-6,10-6 | |
| ITF M25 Lodz | 08/07 10:30 | 62 | Dawid Wisniewski v Gabriel Matuszewski | 1-6,4-6 | |
| ITF M15 Eindhoven | 07/30 10:30 | 54 | Brian Bozemoj v Gabriel Matuszewski | 6-2,4-6,10-8 | |
| ITF M15 Vejle | 07/25 07:00 | 54 | Jack K Wistrand v Gabriel Matuszewski | 6-2,6-4 |
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