| 22‑Nov‑2021 | Puerto Vallarta CH | Hard | R16 | 420 | 141 | (3)Alejandro Tabilo [CHI] d. Young | 6-2 6-1 | | 0.39 | 2.3% | 9.3% | 44.2% | 63.2% | 29.2% | 0/5 | 0:52 |
| 22‑Nov‑2021 | Puerto Vallarta CH | Hard | R32 | 420 | | Young d. (WC)Milledge Cossu [USA] | 6-1 6-3 | | 2.10 | 4.9% | 2.4% | 58.5% | 79.2% | 64.7% | 0/1 | 0:57 |
| 8‑Nov‑2021 | Knoxville CH | Hard | R32 | 435 | 332 | (WC)Emilio Nava [USA] d. (Q)Young | 6-3 6-2 | | 0.65 | 2.1% | 2.1% | 60.4% | 62.1% | 47.4% | 4/7 | 1:05 |
| 8‑Nov‑2021 | Knoxville CH | Hard | Q2 | 435 | | (8)Young d. (WC)Johannus Monday [GBR] | 6-0 6-2 | | 1.93 | 0.0% | 7.0% | 53.5% | 69.6% | 55.0% | 2/3 | 1:00 |
| 8‑Nov‑2021 | Knoxville CH | Hard | Q1 | 435 | 722 | (8)Young d. (Alt)Alexander Brown [USA] | 6-3 3-6 6-3 | | 1.19 | 1.3% | 6.3% | 59.5% | 80.9% | 56.3% | 1/2 | 1:37 |
| 25‑Oct‑2021 | Las Vegas CH | Hard | R32 | 445 | 271 | Tatsuma Ito [JPN] d. (Q)Young | 6-4 6-4 | | 0.88 | 0.0% | 3.9% | 72.5% | 70.3% | 50.0% | 4/7 | 1:13 |
| 25‑Oct‑2021 | Las Vegas CH | Hard | Q2 | 445 | 391 | Young d. Michael Redlicki [USA] | 7-6(5) 1-6 7-6(10) | | 0.94 | 1.9% | 1.9% | 70.5% | 68.9% | 41.9% | 2/6 | 2:39 |
| 25‑Oct‑2021 | Las Vegas CH | Hard | Q1 | 445 | 382 | Young d. (6)Darian King [BAR] | 6-3 3-6 6-4 | | 1.12 | 1.3% | 3.9% | 61.0% | 68.1% | 66.7% | 2/4 | 1:55 |
| 18‑Oct‑2021 | M15 Vero Beach FL | Clay | R16 | 451 | | (WC)Matthew Segura [USA] d. (1)Young | 6-3 4-0 RET | | | | | | | | | |
| 18‑Oct‑2021 | M15 Vero Beach FL | Clay | R32 | 451 | | (1)Young d. Jack Anthrop [USA] | 6-2 7-5 | | | | | | | | | |
| 20‑Sep‑2021 | Columbus CH | Hard | Q1 | 426 | 528 | Evan King [USA] d. (5)Young | 7-5 4-6 6-4 | | 0.91 | 5.7% | 3.8% | 57.1% | 73.3% | 46.7% | 7/11 | 2:25 |
| 13‑Sep‑2021 | Cary 2 CH | Hard | R32 | 406 | 96 | (2)Denis Kudla [USA] d. Young | 7-6(3) 4-6 6-2 | | 0.85 | 8.9% | 6.7% | 67.8% | 72.1% | 31.0% | 5/10 | 2:09 |
| 23‑Aug‑2021 | Winston-Salem | Hard | Q1 | 383 | 276 | (7)Tung Lin Wu [TPE] d. (WC)Young | 6-0 6-0 | | 0.32 | 3.3% | 13.3% | 66.7% | 20.0% | 20.0% | 3/9 | 0:40 |
| 26‑Jul‑2021 | Atlanta | Hard | Q1 | 370 | 130 | (1)Peter Gojowczyk [GER] d. (WC)Young | 6-4 6-1 | | 0.54 | 3.3% | 6.7% | 63.3% | 52.6% | 45.5% | 5/10 | 1:04 |
| 19‑Jul‑2021 | Cary 1 CH | Hard | R32 | 365 | 344 | Stefan Kozlov [USA] d. Young | 4-6 6-4 6-4 | | 0.83 | 1.0% | 11.7% | 47.6% | 71.4% | 48.1% | 6/11 | 2:40 |
| 7‑Jun‑2021 | Orlando 2 CH | Hard | R32 | 346 | 244 | Peter Polansky [CAN] d. (WC)Young | 6-2 6-2 | | 0.61 | 0.0% | 8.3% | 60.4% | 65.5% | 31.6% | 0/4 | 1:07 |
| 31‑May‑2021 | Little Rock CH | Hard | R32 | 346 | 188 | (4)Ernesto Escobedo [MEX] d. Young | 6-3 6-0 | | 0.49 | 7.5% | 17.5% | 70.0% | 46.4% | 16.7% | 0/5 | 0:57 |
| 19‑Apr‑2021 | Tallahassee CH | Clay | R32 | 346 | 579 | (WC)Ryan Harrison [USA] d. (LL)Young | 2-6 6-3 6-3 | | 0.98 | 1.2% | 8.4% | 49.4% | 63.4% | 50.0% | 3/8 | 1:54 |
| 19‑Apr‑2021 | Tallahassee CH | Clay | Q2 | 346 | 375 | (7)Filip Cristian Jianu [ROU] d. (4)Young | 6-4 6-2 | | 0.76 | 2.1% | 8.5% | 66.0% | 58.1% | 25.0% | 3/8 | 1:04 |
| 19‑Apr‑2021 | Tallahassee CH | Clay | Q1 | 346 | 450 | (4)Young d. (Alt)Evan King [USA] | 6-1 6-2 | | 1.79 | 7.1% | 11.9% | 66.7% | 78.6% | 50.0% | 0/1 | 1:05 |
| 15‑Mar‑2021 | Cleveland CH | Hard | R16 | 325 | 521 | (Q)Alexis Galarneau [CAN] d. Young | 7-5 7-5 | | 0.85 | 2.3% | 8.1% | 64.0% | 60.0% | 35.5% | 4/10 | 1:58 |
| 15‑Mar‑2021 | Cleveland CH | Hard | R32 | 325 | 144 | Young d. (2)Go Soeda [JPN] | 6-3 6-7(5) 7-5 | | 1.05 | 0.0% | 6.1% | 55.3% | 69.8% | 52.9% | 2/5 | 2:49 |
| 4‑Jan‑2021 | Delray Beach | Hard | R32 | 327 | 62 | (8)Frances Tiafoe [USA] d. (Q)Young | 6-3 6-4 | | 0.63 | 5.5% | 8.2% | 58.9% | 65.1% | 36.7% | 4/8 | 1:16 |
| 4‑Jan‑2021 | Delray Beach | Hard | Q2 | 327 | 374 | Young d. Stefan Kozlov [USA] | 4-6 6-4 6-4 | | 0.98 | 0.9% | 8.9% | 58.0% | 61.5% | 48.9% | 8/13 | 2:25 |
| 4‑Jan‑2021 | Delray Beach | Hard | Q1 | 327 | 290 | Young d. (4)Pedro Sakamoto [BRA] | 3-6 6-4 6-2 | | 1.13 | 1.0% | 10.8% | 58.8% | 70.0% | 45.2% | 6/9 | 2:01 |
