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| Eugene Korea Open Tennis Championships | ||
| Surface: Hard | Date: Sep. 26 - Oct. 2 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Yunseong Chung | Win | 7-6 (7-5), 6-7 (3-7), 6-1 |
| Second Round | Jenson Brooksby | Loss | 3-6, 4-6 |
| US Open | ||
| Surface: Hard | Date: Aug. 29 - Sep. 11 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Fernando Verdasco | Win | 6-2, 6-7 (4-7), 6-3, 6-3 |
| Second Round | Andrey Rublev | Loss | 3-6, 0-6, 4-6 |
| Winston-Salem Open | ||
| Surface: Hard | Date: Aug. 21 - Aug. 27 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Daniel Altmaier | Win | |
| Second Round | Jason Kubler | Loss |
| Citi Open | ||
| Surface: Hard | Date: Aug. 1 - Aug. 7 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Dominik Koepfer | Loss |
| Atlanta Open | ||
| Surface: Hard | Date: Jul. 25 - Jul. 31 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Marcos Giron | Win | |
| Second Round | Tommy Paul | Loss |
| Wimbledon | ||
| Surface: Grass | Date: Jun. 27 - Jul. 10 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Novak Djokovic | Loss |
| Libema Open | ||
| Surface: Grass | Date: Jun. 6 - Jun. 12 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Hugo Gaston | Loss |
| Roland Garros | ||
| Surface: Red Clay | Date: May 22 - Jun. 5 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Andrey Rublev | Loss |
| Open Parc Auvergne-Rhone-Alpes Lyon | ||
| Surface: Clay | Date: May 15 - May 21 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Aljaz Bedene | Win | |
| Second Round | Yosuke Watanuki | Loss |
| Mutua Madrid Open | ||
| Surface: Hard | Date: Apr. 28 - May 8 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Cameron Norrie | Loss |
| Millennium Estoril Open | ||
| Surface: Red Clay | Date: Apr. 25 - May 1 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Benoit Paire | Win | |
| Second Round | Albert Ramos-Vinolas | Loss |
| Barcelona Open Banc Sabadell | ||
| Surface: Clay | Date: Apr. 18 - Apr. 24 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Benoit Paire | Win | |
| Second Round | Carlos Alcaraz | Loss |
| Miami Open presented by Itau | ||
| Surface: Hard | Date: Mar. 22 - Apr. 3 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Brandon Nakashima | Loss |
| BNP Paribas Open | ||
| Surface: Hard | Date: Mar. 9 - Mar. 20 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Laslo Djere | Loss |
| Dubai Duty Free Tennis Championships | ||
| Surface: Hard | Date: Feb. 21 - Feb. 26 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Ilya Ivashka | Win | |
| Second Round | Andrey Rublev | Loss |
| Qatar ExxonMobil Open | ||
| Surface: Hard | Date: Feb. 14 - Feb. 19 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Christopher Eubanks | Win | |
| Second Round | Marton Fucsovics | Loss |
| ABN AMRO World Tennis Tournament | ||
| Surface: Hard | Date: Feb. 7 - Feb. 13 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Hugo Gaston | Win | |
| Second Round | Andrey Rublev | Loss |
| Open Sud de France | ||
| Surface: Hard | Date: Jan. 31 - Feb. 6 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Hugo Gaston | Win | |
| Second Round | Richard Gasquet | Loss |
| Australian Open | ||
| Surface: Hard | Date: Jan. 17 - Jan. 30 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Holger Rune | Win | |
| Second Round | Denis Shapovalov | Loss |
| Adelaide International 2 | ||
| Surface: Hard | Date: Jan. 10 - Jan. 15 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Lloyd Harris | Win | |
| Second Round | Arthur Rinderknech | Loss |
| Adelaide International 1 | ||
| Surface: Hard | Date: Jan. 3 - Jan. 9 | Seed: 8 |
| Round | Opponent | W / L | Result |
| First Round | Yoshihito Nishioka | Win | |
| Second Round | Mikael Ymer | Loss |
