Stadium: Court 5 Round: 25 Ground: Clay
| Challenger Skopje | 2023/05/23 12:40 | Andrew Paulson v Mate Valkusz | 6-2,3-6,4-6 |
| ITF M25 Prague | 2023/05/19 10:40 | Goncalo Oliveira v Andrew Paulson | 6-2,6-3 |
| ITF M25 Prague | 2023/05/18 11:00 | Andrew Paulson v Akira Santillan | 2-6,6-3,6-4 |
| ITF M25 Prague | 2023/05/16 12:10 | Andrew Paulson v Stuart Parker | 6-2,3-6,6-3 |
| Challenger Prague Qual | 2023/05/07 11:45 | Bor Artnak v Andrew Paulson | 4-6,6-3,6-4 |
| Challenger Prague | 2023/05/03 12:00 | Dalibor Svrcina v Andrew Paulson | 6-1,3-6,6-0 |
| Challenger Prague | 2023/05/01 11:35 | Ryan Peniston v Andrew Paulson | 6-2,5-7,1-6 |
| Challenger Ostrava | 2023/04/23 09:55 | Khumoyun Sultanov v Andrew Paulson | 6-3,6-2 |
| Challenger Vicenza | 2023/05/29 10:40 | Eduardo Ribeiro v Nino Serdarusic | 1-6,2-6 |
| Challenger Vicenza | 2023/05/28 13:55 | Edoardo Cherie Ligniere v Nino Serdarusic | 2-6,0-6 |
| ATP Geneva | 2023/05/23 09:30 | Nino Serdarusic v Christopher O'Connell | 6-7,7-6,1-6 |
| ATP Geneva | 2023/05/21 09:00 | Arthur Cazaux v Nino Serdarusic | 4-6,6-4,6-7 |
| ATP Geneva | 2023/05/20 10:15 | Nino Serdarusic v Marek Gengel | 6-1,6-4 |
| Challenger Oeiras | 2023/05/17 12:00 | Nino Serdarusic v Pedro Martinez | 3-6,6-7 |
| Challenger Oeiras | 2023/05/16 15:45 | Joao Domingues v Nino Serdarusic | 6-4,0-6,2-6 |
| Challenger Oeiras | 2023/05/15 11:35 | Kacper Zuk v Nino Serdarusic | 6-7,5-7 |