Sports News
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| St. Petersburg Open | ||
| Surface: Hard | Date: Oct. 25 - Oct. 31 | Seed: 5 |
| Round | Opponent | W / L | Result |
| First Round | Emil Ruusuvuori |
| BNP Paribas Open | ||
| Surface: Hard | Date: Oct. 6 - Oct. 17 | Seed: 31 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Brandon Nakashima | Win | 6-3, 6-4 |
| Third Round | Matteo Berrettini | Win | 6-4, 6-3 |
| Fourth Round | Jannik Sinner | Win | 6-4, 6-3 |
| Quarterfinals | Alexander Zverev | Win | 4-6, 6-3, 7-6 (7-3) |
| Semifinals | Nikoloz Basilashvili | Loss | 6-7 (5-7), 3-6 |
| San Diego Open | ||
| Surface: Hard | Date: Sep. 27 - Oct. 3 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Salvatore Caruso | Win | 6-4, 7-6 (7-2) |
| Second Round | Denis Shapovalov | Loss | 6-7 (7-9), 2-6 |
| US Open | ||
| Surface: Hard | Date: Aug. 30 - Sep. 12 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Alex De Minaur | Win | 7-6 (7-4), 6-2, 1-6, 6-4 |
| Second Round | Jenson Brooksby | Loss | 7-6 (9-7), 6-7 (10-12), 5-7, 2-6 |
| Western & Southern Open | ||
| Surface: Hard | Date: Aug. 15 - Aug. 22 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Albert Ramos-Vinolas | Loss | 6-4, 4-6, 4-6 |
| Open de la Banque Nationale presentee par Rogers | ||
| Surface: Hard | Date: Aug. 9 - Aug. 15 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | James Duckworth | Loss | 6-7 (2-7), 3-6 |
| Citi Open | ||
| Surface: Hard | Date: Aug. 2 - Aug. 8 | Seed: 10 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Denis Kudla | Loss | 4-6, 2-6 |
| Truist Atlanta Open | ||
| Surface: Hard | Date: Jul. 26 - Aug. 1 | Seed: 5 |
| Round | Opponent | W / L | Result |
| First Round | Evgeny Donskoy | Win | 6-3, 6-4 |
| Second Round | Steve Johnson | Win | 6-7 (5-7), 6-4, 6-1 |
| Quarterfinals | Reilly Opelka | Win | 7-6 (7-5), 6-7 (3-7), 7-6 (7-4) |
| Semifinals | John Isner | Loss | 6-7 (4-7), 7-5, 3-6 |
| Mifel Open | ||
| Surface: Hard | Date: Jul. 19 - Jul. 25 | Seed: 3 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Illya Marchenko | Win | 6-1, 6-7 (9-11), 7-5 |
| Quarterfinals | Steve Johnson | Win | 6-4, 6-4 |
| Semifinals | Cameron Norrie | Loss | 3-6, 1-6 |
| Wimbledon | ||
| Surface: Grass | Date: Jun. 28 - Jul. 11 | Seed: 31 |
| Round | Opponent | W / L | Result |
| First Round | Brandon Nakashima | Win | 7-5, 3-6, 6-4, 7-5 |
| Second Round | Steve Johnson | Win | 6-4, 7-6 (7-4), 4-6, 6-7(4-7), 6-4 |
| Third Round | Alexander Zverev | Loss | 7-6 (7-3), 4-6, 3-6, 6-7 (4-7) |
| Roland Garros | ||
| Surface: Red Clay | Date: May 30 - Jun. 13 | Seed: 30 |
| Round | Opponent | W / L | Result |
| First Round | Joao Sousa | Win | 6-4, 6-2, 6-4 |
| Second Round | Dominik Koepfer | Loss | 3-6, 2-6, 6-3, 4-6 |
| Internazionali BNL d'Italia | ||
| Surface: Red Clay | Date: May 9 - May 16 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Daniel Evans | Win | 6-3, 6-2 |
| Second Round | Novak Djokovic | Loss | 3-6, 6-7 (5-7) |
| Mutua Madrid Open | ||
| Surface: Hard | Date: Apr. 29 - May 9 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Albert Ramos-Vinolas | Loss | 5-7, 7-5, 4-6 |
| Rolex Monte-Carlo Masters | ||
| Surface: Clay | Date: Apr. 11 - Apr. 18 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Roberto Bautista Agut | Loss | 2-6, 5-7 |
| Sardegna Open | ||
| Surface: Red Clay | Date: Apr. 5 - Apr. 11 | Seed: 2 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Andrej Martin | Win | 6-2, 7-6 (7-4) |
| Quarterfinals | Aljaz Bedene | Win | 6-3, 6-4 |
| Semifinals | Lorenzo Sonego | Loss | 4-6, 7-5, 1-6 |
| Miami Open presented by Itau | ||
| Surface: Hard | Date: Mar. 23 - Apr. 4 | Seed: 22 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Marcos Giron | Win | 6-2, 6-2 |
| Third Round | Cameron Norrie | Win | 6-4, 3-6, 6-1 |
| Fourth Round | Alexander Bublik | Loss | 7-6 (7-5), 3-6, 4-6 |
| Dubai Duty Free Tennis Championships | ||
| Surface: Hard | Date: Mar. 14 - Mar. 20 | Seed: 15 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Nikoloz Basilashvili | Win | 4-6, 6-3, 7-6 (7-4) |
| Third Round | Andrey Rublev | Loss | 3-6, 1-6 |
| Qatar ExxonMobil Open | ||
| Surface: Hard | Date: Mar. 8 - Mar. 13 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Lorenzo Sonego | Win | 7-6 (7-5), 6-4 |
| Second Round | David Goffin | Win | 6-1, 5-7, 7-6 (11-9) |
| Quarterfinals | Denis Shapovalov | Win | 5-7, 6-3, 7-5 |
| Semifinals | Nikoloz Basilashvili | Loss | 6-7 (3-7), 1-6 |
| Australian Open | ||
| Surface: Hard | Date: Feb. 8 - Feb. 21 | Seed: 27 |
| Round | Opponent | W / L | Result |
| First Round | Albert Ramos-Vinolas | Win | 7-6 (8-6), 3-6, 6-2, 7-6(8-6) |
| Second Round | Reilly Opelka | Win | 4-6, 7-6 (8-6), 6-7 (4-7), 7-6(7-5), 6-2 |
| Third Round | Novak Djokovic | Loss | 6-7 (1-7), 4-6, 6-3, 6-4, 2-6 |
| Murray River Open | ||
| Surface: Hard | Date: Feb. 1 - Feb. 7 | Seed: 6 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Federico Coria | Win | 6-2, 6-1 |
| Third Round | Jeremy Chardy | Loss | 2-6, 4-6 |
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