Stadium: Hard Court 4 Round: 62 Ground: Hardcourt outdoor
| ITF M15 Monastir | 2024/02/05 09:30 | Giorgio Tabacco v Matthias Uwe Kask | 6-1,6-1 |
| ITF M15 Monastir | 2024/02/04 08:30 | Seungmin Park v Matthias Uwe Kask | 2-6,4-6 |
| ITF M15 Monastir | 2024/01/29 08:30 | Matthias Uwe Kask v Michal Krajci | 2-6,0-6 |
| ITF M15 Monastir | 2024/01/28 08:30 | Seydina Andre v Matthias Uwe Kask | 1-6,3-6 |
| ITF M15 Tallahassee | 2023/10/23 14:00 | Alvin N Tudorica v Matthias Uwe Kask | 7-6,7-5 |
| ITF M25 Osijek | 2022/05/16 08:00 | Matthias Uwe Kask v Dimitrije Zubac | 6-4,6-7,5-10 |
| ITF M15 Dubrovnik | 2022/04/05 07:55 | Matthias Uwe Kask v Matic Dimic | 3-6,2-6 |
| ITF M15 Dubrovnik | 2022/04/04 14:30 | Joao M Nusdeo v Matthias Uwe Kask | 1-6,2-6 |
| ITF M15 Sunrise | 2024/02/07 19:05 | Evan Bynoe v Drew Van Orderlain | 6-3,6-1 |
| ITF M15 Sunrise | 2024/02/06 17:45 | Matthew Segura v Drew Van Orderlain | 6-4,2-6,10-12 |
| ITF M15 Sunrise | 2024/02/05 15:00 | Drew Van Orderlain v Mwendwa Mbithi | 4-6,7-5,10-3 |
| ITF M25 Wesley Chapel | 2024/01/22 14:00 | Trey Hilderbrand v Drew Van Orderlain | 6-4,6-3 |
| ITF M25 Ithaca | 2024/01/17 17:00 | Henrik Wiersholm v Drew Van Orderlain | 6-3,6-2 |
| ITF M25 Ithaca | 2024/01/16 15:30 | Noah Eisenberg v Drew Van Orderlain | 1-6,0-6 |
| ITF M25 Ithaca | 2024/01/15 15:00 | Jack McCarthy v Drew Van Orderlain | 4-6,2-6 |
| Challenger Calgary | 2023/11/05 19:55 | Drew Van Orderlain v Ryan Seggerman | 4-6,4-6 |