Stadium: Court 2 Round: 19 Ground: Clay
| ITF M25 Telavi | 2023/10/18 10:50 | Nicholas David Ionel v Gschwendtner, Jeremy | 6-3,6-1 |
| ITF M25 Telavi | 2023/10/17 07:55 | 두미트루, 블라드 안드레이 v Gschwendtner, Jeremy | 5-7,0-6 |
| ITF M25 Telavi | 2023/10/16 06:00 | Ruenger, Roman v Gschwendtner, Jeremy | 1-6,2-6 |
| ITF M25 Telavi | 2023/10/11 07:55 | Bulus, Christopher v Gschwendtner, Jeremy | 6-2,2-6,6-3 |
| ITF M25 Telavi | 2023/10/10 06:00 | Gschwendtner, Jeremy v 드라고미로브, 데니스 | 6-2,6-4 |
| ITF M15 Constanta | 2023/09/07 07:00 | 팔라벨라, 라우타로 아거스틴 v Gschwendtner, Jeremy | 6-2,7-6 |
| ITF M15 Constanta | 2023/09/06 10:40 | Gschwendtner, Jeremy v 두미트루, 블라드 안드레이 | 6-4,6-4 |
| ITF M15 Constanta | 2023/09/05 07:00 | 포스테이, 알란 v Gschwendtner, Jeremy | 1-6,1-6 |
| ITF M25 Telavi | 2023/10/23 06:00 | Heng Yi Zhang v Sikharulidze, Sergo | 3-6,0-6 |
| ITF M25 Telavi | 2023/10/15 08:30 | Reid, Josh v Sikharulidze, Sergo | 6-4,6-3 |
| ITF M25 Telavi | 2023/10/10 06:00 | Sikharulidze, Sergo v 베르티몬, 맥센스 | 1-6,3-6 |
| ITF M25 Telavi | 2023/10/08 06:00 | Sikharulidze, Sergo v Luka Januashvili | 7-6,6-1 |
| UTR Pro Olomouc | 2023/09/16 06:00 | Sikharulidze, Sergo v Lukas Dillenz | 4-6,1-6 |
| UTR Pro Olomouc | 2023/09/15 07:30 | Sikharulidze, Sergo v Mikolaj Lis | 4-6,3-6 |
| UTR Pro Olomouc | 2023/09/14 06:00 | Sikharulidze, Sergo v Matthew William Donald | 1-6,3-6 |
| UTR Pro Olomouc | 2023/09/13 07:30 | 룸러, 로베르트 v Sikharulidze, Sergo | 6-0,6-1 |