Sports News
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| European Open | ||
| Surface: Hard | Date: Oct. 18 - Oct. 24 | Seed: 5 |
| Round | Opponent | W / L | Result |
| First Round | Jenson Brooksby | Loss | 4-6, 4-6 |
| BNP Paribas Open | ||
| Surface: Hard | Date: Oct. 6 - Oct. 17 | Seed: 16 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Taro Daniel | Win | 7-5, 6-3 |
| Third Round | Grigor Dimitrov | Loss | 3-6, 4-6 |
| US Open | ||
| Surface: Hard | Date: Aug. 30 - Sep. 12 | Seed: 22 |
| Round | Opponent | W / L | Result |
| First Round | Soon Woo Kwon | Win | 7-6 (7-3), 6-4, 6-4 |
| Second Round | Lorenzo Musetti | Win | 7-6 (7-1), 7-5, 6-4 |
| Third Round | Nikoloz Basilashvili | Win | 7-6 (7-5), 6-3, 6-4 |
| Fourth Round | Lloyd Harris | Loss | 7-6 (8-6), 4-6, 1-6, 3-6 |
| Western & Southern Open | ||
| Surface: Hard | Date: Aug. 15 - Aug. 22 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Corentin Moutet | Win | 7-6 (7-3), 4-6, 6-4 |
| Second Round | Casper Ruud | Loss | 7-6 (7-5), 0-6, 6-7 (4-7) |
| Open de la Banque Nationale presentee par Rogers | ||
| Surface: Hard | Date: Aug. 9 - Aug. 15 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Nick Kyrgios | Win | 4-6, 7-6 (7-4), 6-4 |
| Second Round | Grigor Dimitrov | Win | 6-3, 6-4 |
| Third Round | Lloyd Harris | Win | 4-6, 7-6 (8-6), 7-6 (7-4) |
| Quarterfinals | Roberto Bautista Agut | Win | 6-3, 7-6 (7-1) |
| Semifinals | Stefanos Tsitsipas | Win | 6-7 (2-7), 7-6 (7-4), 6-4 |
| Final | Daniil Medvedev | Loss | 4-6, 3-6 |
| Citi Open | ||
| Surface: Hard | Date: Aug. 2 - Aug. 8 | Seed: 8 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Daniel Elahi Galan | Win | 7-6 (7-1), 6-3 |
| Third Round | John Millman | Loss | 3-6, 6-7 (4-7) |
| Truist Atlanta Open | ||
| Surface: Hard | Date: Jul. 26 - Aug. 1 | Seed: 4 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Bjorn Fratangelo | Win | 7-6 (7-3), 7-6 (7-4) |
| Quarterfinals | Taylor Fritz | Loss | 6-7 (5-7), 7-6 (7-3), 6-7 (4-7) |
| Wimbledon | ||
| Surface: Grass | Date: Jun. 28 - Jul. 11 | Seed: 27 |
| Round | Opponent | W / L | Result |
| First Round | Dominik Koepfer | Loss | 4-6, 6-7 (3-7), 2-6 |
| cinch Championships | ||
| Surface: Grass | Date: Jun. 14 - Jun. 20 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | John Millman | Loss | 6-7 (4-7), 7-5, 6-7 (6-8) |
| Roland Garros | ||
| Surface: Red Clay | Date: May 30 - Jun. 13 | Seed: 32 |
| Round | Opponent | W / L | Result |
| First Round | Andrej Martin | Win | 6-3, 6-2, 6-4 |
| Second Round | Jaume Munar | Win | 6-3, 6-2, 3-6, 7-5 |
| Third Round | Daniil Medvedev | Loss | 4-6, 2-6, 4-6 |
| Gonet Geneva Open | ||
| Surface: Clay | Date: May 16 - May 22 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Pablo Cuevas | Loss | 6-7 (5-7), 2-6 |
| Internazionali BNL d'Italia | ||
| Surface: Red Clay | Date: May 9 - May 16 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Richard Gasquet | Win | 6-1, 7-5 |
| Second Round | Lorenzo Musetti | Win | 6-4, 6-4 |
| Third Round | Aslan Karatsev | Win | 7-6 (8-6), 6-4 |
| Quarterfinals | Federico Delbonis | Win | 7-5, 7-6 (7-2) |
| Semifinals | Rafael Nadal | Loss | 4-6, 4-6 |
| Mutua Madrid Open | ||
| Surface: Hard | Date: Apr. 29 - May 9 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Dominik Koepfer | Loss | 4-6, 4-6 |
| Miami Open presented by Itau | ||
| Surface: Hard | Date: Mar. 23 - Apr. 4 | Seed: 30 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Alexei Popyrin | Loss | 4-6, 2-6 |
| Dubai Duty Free Tennis Championships | ||
| Surface: Hard | Date: Mar. 14 - Mar. 20 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Kei Nishikori | Loss | 6-3, 3-6, 4-6 |
| Qatar ExxonMobil Open | ||
| Surface: Hard | Date: Mar. 8 - Mar. 13 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Roberto Bautista Agut | Loss | 6-4, 3-6, 4-6 |
| ABN AMRO World Tennis Tournament | ||
| Surface: Hard | Date: Mar. 1 - Mar. 7 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Marton Fucsovics | Loss | 6-7 (2-7), 7-6 (7-4), 6-7 (4-7) |
| Australian Open | ||
| Surface: Hard | Date: Feb. 8 - Feb. 21 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Yen-Hsun Lu | Win | 6-3, 7-6 (7-2), 6-3 |
| Second Round | Taylor Fritz | Loss | 6-4, 6-7 (6-8), 7-6 (7-4), 6-7 (5-7), 2-6 |
| Great Ocean Road Open | ||
| Surface: Hard | Date: Feb. 1 - Feb. 7 | Seed: 6 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Sergiy Stakhovsky | Win | 7-6 (10-8), 6-4 |
| Third Round | Botic van de Zandschulp | Loss | 6-7 (6-8), 6-7 (4-7) |
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