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| Wimbledon | ||
| Surface: Grass | Date: Jun. 27 - Jul. 10 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Novak Djokovic | Loss | 3-6, 6-3, 3-6, 4-6 |
| Libema Open | ||
| Surface: Grass | Date: Jun. 6 - Jun. 12 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Hugo Gaston | Loss | 2-6, 1-6 |
| Roland Garros | ||
| Surface: Red Clay | Date: May 22 - Jun. 5 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Andrey Rublev | Loss | 7-6 (7-5), 3-6, 2-6, 4-6 |
| Open Parc Auvergne-Rhone-Alpes Lyon | ||
| Surface: Clay | Date: May 15 - May 21 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Aljaz Bedene | Win | 4-6, 7-6 (7-4), 6-0 |
| Second Round | Yosuke Watanuki | Loss | 3-6, 4-6 |
| Mutua Madrid Open | ||
| Surface: Hard | Date: Apr. 28 - May 8 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Cameron Norrie | Loss | 5-7, 5-7 |
| Millennium Estoril Open | ||
| Surface: Red Clay | Date: Apr. 25 - May 1 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Benoit Paire | Win | 6-4, 7-5 |
| Second Round | Albert Ramos-Vinolas | Loss | 7-5, 1-6, 2-6 |
| Barcelona Open Banc Sabadell | ||
| Surface: Clay | Date: Apr. 18 - Apr. 24 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Benoit Paire | Win | 6-4, 6-4 |
| Second Round | Carlos Alcaraz | Loss | 1-6, 6-2, 2-6 |
| Miami Open presented by Itau | ||
| Surface: Hard | Date: Mar. 22 - Apr. 3 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Brandon Nakashima | Loss | 1-6, 5-7 |
| BNP Paribas Open | ||
| Surface: Hard | Date: Mar. 9 - Mar. 20 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Laslo Djere | Loss | 6-2, 3-6, 4-6 |
| Dubai Duty Free Tennis Championships | ||
| Surface: Hard | Date: Feb. 21 - Feb. 26 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Ilya Ivashka | Win | 6-3, 6-2 |
| Second Round | Andrey Rublev | Loss | 6-4, 0-6, 3-6 |
| Qatar ExxonMobil Open | ||
| Surface: Hard | Date: Feb. 14 - Feb. 19 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Christopher Eubanks | Win | 7-6 (8-6), 1-6, 6-4 |
| Second Round | Marton Fucsovics | Loss | 3-6, 7-6 (7-5), 3-6 |
| ABN AMRO World Tennis Tournament | ||
| Surface: Hard | Date: Feb. 7 - Feb. 13 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Hugo Gaston | Win | 6-3, 6-3 |
| Second Round | Andrey Rublev | Loss | 3-6, 3-6 |
| Open Sud de France | ||
| Surface: Hard | Date: Jan. 31 - Feb. 6 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Hugo Gaston | Win | 6-2, 6-1 |
| Second Round | Richard Gasquet | Loss | 5-7, 4-6 |
| Australian Open | ||
| Surface: Hard | Date: Jan. 17 - Jan. 30 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Holger Rune | Win | 3-6, 6-4, 3-6, 6-3, 6-2 |
| Second Round | Denis Shapovalov | Loss | 6-7 (6-8), 7-6 (7-3), 7-6 (8-6), 5-7, 2-6 |
| Adelaide International 2 | ||
| Surface: Hard | Date: Jan. 10 - Jan. 15 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Lloyd Harris | Win | 5-7, 7-5, 6-4 |
| Second Round | Arthur Rinderknech | Loss | 7-5, 3-6, 2-6 |
| Adelaide International 1 | ||
| Surface: Hard | Date: Jan. 3 - Jan. 9 | Seed: 8 |
| Round | Opponent | W / L | Result |
| First Round | Yoshihito Nishioka | Win | 6-1, 6-2 |
| Second Round | Mikael Ymer | Loss | 3-6, 2-6 |
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