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| Chengdu Open | ||
| Surface: Hard | Date: Sep. 20 - Sep. 26 | Seed: 8 |
| Round | Opponent | W / L | Result |
| First Round | Taro Daniel | Loss | 6-4, 4-6, 2-6 |
| US Open | ||
| Surface: Hard | Date: Aug. 28 - Sep. 10 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Alexander Zverev | Loss | 4-6, 4-6, 4-6 |
| Winston-Salem Open | ||
| Surface: Hard | Date: Aug. 20 - Aug. 26 | Seed: 9 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Luca Van Assche | Win | 6-3, 6-7 (5-7), 6-3 |
| Third Round | Sebastian Baez | Loss | 4-6, 6-4, 4-6 |
| Omnium National Bank presented by Rogers | ||
| Surface: Hard | Date: Aug. 7 - Aug. 13 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Borna Coric | Win | 6-2, 6-3 |
| Second Round | Sebastian Korda | Win | 6-3, 4-6, 7-6 (7-5) |
| Third Round | Gael Monfils | Loss | 4-6, 4-6 |
| Citi Open | ||
| Surface: Hard | Date: Jul. 31 - Aug. 6 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Brandon Nakashima | Loss | 6-7 (5-7), 6-7 (9-11) |
| Truist Atlanta Open presented by Fiserv | ||
| Surface: Hard | Date: Jul. 24 - Jul. 30 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Ethan Quinn | Win | 7-6 (7-5), 6-3 |
| Second Round | Yoshihito Nishioka | Win | 4-6, 7-5, 7-6 (7-3) |
| Quarterfinals | Christopher Eubanks | Win | 6-4, 6-4 |
| Semifinals | Ugo Humbert | Win | 3-6, 7-6 (7-2), 7-5 |
| Final | Taylor Fritz | Loss | 5-7, 7-6 (7-5), 4-6 |
| Infosys Hall of Fame Open | ||
| Surface: Grass | Date: Jul. 17 - Jul. 23 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Li Tu | Loss |
| Wimbledon | ||
| Surface: Grass | Date: Jul. 3 - Jul. 16 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Daniel Altmaier | Win | |
| Second Round | Quentin Halys | Loss |
| Rothesay International Eastbourne | ||
| Surface: Grass | Date: Jun. 26 - Jul. 1 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Brandon Nakashima | Win | |
| Second Round | Miomir Kecmanovic | Loss |
| Fayez Sarofim & Co. U.S. Men's Clay Court Championship | ||
| Surface: Clay | Date: Apr. 3 - Apr. 9 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Denis Kudla | Loss |
| Miami Open presented by Itau | ||
| Surface: Hard | Date: Mar. 22 - Apr. 2 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Laslo Djere | Loss |
| BNP Paribas Open | ||
| Surface: Hard | Date: Mar. 8 - Mar. 19 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Stan Wawrinka | Loss |
| Delray Beach Open | ||
| Surface: Hard | Date: Feb. 13 - Feb. 19 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Christopher Eubanks | Win | |
| Second Round | Radu Albot | Loss |
| Australian Open | ||
| Surface: Hard | Date: Jan. 15 - Jan. 29 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Brandon Holt | Loss |
