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| Rolex Shanghai Masters | ||
| Surface: Hard | Date: Oct. 4 - Oct. 15 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Nuno Borges |
| Astana Open | ||
| Surface: Hard | Date: Sep. 27 - Oct. 3 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Jurij Rodionov | Loss | 6-2, 4-6, 6-7 (5-7) |
| US Open | ||
| Surface: Hard | Date: Aug. 28 - Sep. 10 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Jakub Mensik | Loss | 4-6, 6-4, 6-7 (1-7), 2-6 |
| Western & Southern Open | ||
| Surface: Hard | Date: Aug. 13 - Aug. 20 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Yoshihito Nishioka | Loss | 4-6, 5-7 |
| Omnium National Bank presented by Rogers | ||
| Surface: Hard | Date: Aug. 7 - Aug. 13 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Matteo Berrettini | Loss | 4-6, 3-6 |
| Citi Open | ||
| Surface: Hard | Date: Jul. 31 - Aug. 6 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Shintaro Mochizuki | Win | 6-4, 6-7 (7-9), 6-3 |
| Second Round | Daniel Evans | Loss | 6-2, 0-6, 3-6 |
| Wimbledon | ||
| Surface: Grass | Date: Jul. 3 - Jul. 16 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Lloyd Harris | Win | |
| Second Round | Denis Shapovalov | Loss |
| Rothesay International Eastbourne | ||
| Surface: Grass | Date: Jun. 26 - Jul. 1 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Emil Ruusuvuori | Win | |
| Second Round | Nicolas Jarry | Win | |
| Quarterfinals | Miomir Kecmanovic | Win | |
| Semifinals | Tommy Paul | Loss |
| Terra Wortmann Open | ||
| Surface: Grass | Date: Jun. 19 - Jun. 25 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Stefanos Tsitsipas | Loss |
| Boss Open | ||
| Surface: Grass | Date: Jun. 12 - Jun. 18 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Oscar Otte | Win | |
| Second Round | Lorenzo Musetti | Loss |
| French Open | ||
| Surface: Red Clay | Date: May 28 - Jun. 11 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Emil Ruusuvuori | Loss |
| Open Parc Auvergne-Rhone-Alpes Lyon | ||
| Surface: Clay | Date: May 21 - May 27 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Corentin Moutet | Win | |
| Second Round | Tommy Paul | Loss |
| Internazionali BNL d'Italia | ||
| Surface: Red Clay | Date: May 10 - May 21 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Brandon Nakashima | Win | |
| Second Round | Karen Khachanov | Win | |
| Third Round | Francisco Cerundolo | Loss |
| Mutua Madrid Open | ||
| Surface: Hard | Date: Apr. 26 - May 7 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Emilio Nava | Win | |
| Second Round | Grigor Dimitrov | Loss |
| Banja Luka Open | ||
| Surface: Clay | Date: Apr. 17 - Apr. 23 | Seed: 8 |
| Round | Opponent | W / L | Result |
| First Round | Hamad Medjedovic | Win | |
| Second Round | Dusan Lajovic | Loss |
| Miami Open presented by Itau | ||
| Surface: Hard | Date: Mar. 22 - Apr. 2 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Roman Safiullin | Win | |
| Second Round | Cameron Norrie | Win | |
| Third Round | Christopher Eubanks | Loss |
| BNP Paribas Open | ||
| Surface: Hard | Date: Mar. 8 - Mar. 19 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Jack Sock | Loss |
| Open 13 Provence | ||
| Surface: Hard | Date: Feb. 20 - Feb. 26 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Marc-Andrea Huesler | Win | |
| Second Round | Alexander Bublik | Loss |
| ABN Amro World Tennis Tournament | ||
| Surface: Hard | Date: Feb. 13 - Feb. 19 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | David Goffin | Win | |
| Second Round | Felix Auger-Aliassime | Loss |
| Open Sud de France | ||
| Surface: Hard | Date: Feb. 6 - Feb. 12 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Alexander Bublik | Win | |
| Second Round | Nikoloz Basilashvili | Win | |
| Quarterfinals | Holger Rune | Loss |
| Australian Open | ||
| Surface: Hard | Date: Jan. 15 - Jan. 29 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Tomas Martin Etcheverry | Loss |
| ASB Classic | ||
| Surface: Hard | Date: Jan. 9 - Jan. 14 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | John Isner | Win | |
| Second Round | Constant Lestienne | Loss |
