Sports News
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| VTB Kremlin Cup | ||
| Surface: Hard | Date: Oct. 18 - Oct. 24 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Evgeny Donskoy | Win | 6-1, 6-3 |
| Second Round | Federico Coria | Win | 6-2, 6-1 |
| Quarterfinals | Adrian Mannarino | Win | 6-2, 7-6 (7-1) |
| Semifinals | Marin Cilic | Loss | 3-6, 4-6 |
| Astana Open | ||
| Surface: Hard | Date: Sep. 20 - Oct. 2 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Carlos Taberner | Loss | 5-7, 4-6 |
| US Open | ||
| Surface: Hard | Date: Aug. 30 - Sep. 12 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Diego Schwartzman | Loss | 5-7, 3-6, 3-6 |
| Open de la Banque Nationale presentee par Rogers | ||
| Surface: Hard | Date: Aug. 9 - Aug. 15 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | John Millman | Loss | 3-6, 6-7 (4-7) |
| Citi Open | ||
| Surface: Hard | Date: Aug. 2 - Aug. 8 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Mitchell Krueger | Win | 7-6 (7-4), 6-2 |
| Second Round | Miomir Kecmanovic | Win | 6-3, 6-2 |
| Third Round | Steve Johnson | Loss | 2-6, 1-6 |
| Truist Atlanta Open | ||
| Surface: Hard | Date: Jul. 26 - Aug. 1 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Jack Sock | Loss | 7-6 (7-4), 4-6, 5-7 |
| Hamburg European Open | ||
| Surface: Red Clay | Date: Jul. 12 - Jul. 18 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Benoit Paire | Loss | 6-6 Retired |
| Wimbledon | ||
| Surface: Grass | Date: Jun. 28 - Jul. 11 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Lloyd Harris | Loss | 3-6, 4-6, 6-7 (6-8) |
| NOVENTI OPEN | ||
| Surface: Grass | Date: Jun. 14 - Jun. 20 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Kei Nishikori | Loss | 3-6, 6-2, 2-6 |
| Roland Garros | ||
| Surface: Red Clay | Date: May 30 - Jun. 13 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Ugo Humbert | Win | 6-4, 6-4, 2-6, 6-4 |
| Second Round | James Duckworth | Win | 7-5, 2-6, 7-6 (7-4), 6-0 |
| Third Round | Novak Djokovic | Loss | 1-6, 4-6, 1-6 |
| Serbia Open | ||
| Surface: Red Clay | Date: May 16 - May 29 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Dusan Lajovic | Loss | 3-6, 3-6 |
| BMW Open by FWU | ||
| Surface: Red Clay | Date: Apr. 26 - May 2 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Maximilian Marterer | Win | 7-6 (12-10), 6-3 |
| Second Round | Alexander Zverev | Loss | 2-6, 4-6 |
| ATP Serbia Open | ||
| Surface: Red Clay | Date: Apr. 19 - Apr. 25 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Federico Delbonis | Loss | 4-6, 6-3, 1-6 |
| AnyTech365 Andalucia Open | ||
| Surface: Red Clay | Date: Apr. 5 - Apr. 11 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Lucas Pouille | Win | 6-4, 6-7 (5-7), 7-5 |
| Second Round | Albert Ramos-Vinolas | Loss | 3-6, 6-4, 3-6 |
| Miami Open presented by Itau | ||
| Surface: Hard | Date: Mar. 23 - Apr. 4 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Federico Gaio | Win | 7-6 (7-4), 6-2 |
| Second Round | Jan-Lennard Struff | Loss | 3-6, 4-6 |
| Australian Open | ||
| Surface: Hard | Date: Feb. 8 - Feb. 21 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Sumit Nagal | Win | 6-2, 7-5, 6-3 |
| Second Round | Karen Khachanov | Loss | 2-6, 4-6, 4-6 |
| Murray River Open | ||
| Surface: Hard | Date: Feb. 1 - Feb. 7 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Sumit Nagal | Win | 6-2, 6-2 |
| Second Round | Jason Kubler | Win | 7-6 (7-2), 7-5 |
| Third Round | Jiri Vesely | Loss | 4-6, 2-6 |
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