Sports News
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| Sofia Open | ||
| Surface: Hard | Date: Sep. 26 - Oct. 2 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Alexandar Lazarov | Loss | 5-7, 3-6 |
| Moselle Open | ||
| Surface: Hard | Date: Sep. 19 - Sep. 25 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Emil Ruusuvuori | Loss | 4-6, 4-6 |
| US Open | ||
| Surface: Hard | Date: Aug. 29 - Sep. 11 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Cristian Garin | Loss | 6-3, 6-7 (3-7), 5-7, 1-6 |
| Winston-Salem Open | ||
| Surface: Hard | Date: Aug. 21 - Aug. 27 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Peter Gojowczyk | Loss |
| Generali Open | ||
| Surface: Clay | Date: Jul. 25 - Jul. 30 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Thiago Monteiro | Win | |
| Second Round | Joao Sousa | Win | |
| Quarterfinals | Roberto Bautista Agut | Loss |
| EFG Suisse Open Gstaad | ||
| Surface: Clay | Date: Jul. 18 - Jul. 24 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Tomas Martin Etcheverry | Win | |
| Second Round | Casper Ruud | Loss |
| Wimbledon | ||
| Surface: Grass | Date: Jun. 27 - Jul. 10 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Filip Krajinovic | Loss |
| BOSS OPEN | ||
| Surface: Grass | Date: Jun. 6 - Jun. 12 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Nick Kyrgios | Loss |
| Roland Garros | ||
| Surface: Red Clay | Date: May 22 - Jun. 5 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | David Goffin | Loss |
| BMW Open by American Express | ||
| Surface: Red Clay | Date: Apr. 25 - May 1 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Holger Rune | Loss |
| Serbia Open | ||
| Surface: Red Clay | Date: Apr. 18 - Apr. 24 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Henri Laaksonen | Win | |
| Second Round | Andrey Rublev | Loss |
| Rolex Monte-Carlo Masters | ||
| Surface: Clay | Date: Apr. 10 - Apr. 17 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | David Goffin | Loss |
| Grand Prix Hassan II | ||
| Surface: Red Clay | Date: Apr. 4 - Apr. 10 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Laslo Djere | Loss |
| ABN AMRO World Tennis Tournament | ||
| Surface: Hard | Date: Feb. 7 - Feb. 13 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Denis Shapovalov | Win | |
| Second Round | Botic van de Zandschulp | Win | |
| Quarterfinals | Lorenzo Musetti | Win | |
| Semifinals | Stefanos Tsitsipas | Loss |
| Australian Open | ||
| Surface: Hard | Date: Jan. 17 - Jan. 30 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Grigor Dimitrov | Loss |
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