| 2026-04-24 | Madrid Masters | Clay | R64 | 75 |  Thiago Agustin Tirante | 18 |  Tommy Paul (15) | 7-5 6-4 | H2H | 3 | 102 | 5 | 2 | 64.5% | 85.0% | 59.1% | 2/2 |
| 2026-04-05 | Houston | Clay | F | 21 | Tommy Paul (4) | 77 | Roman Andres Burruchaga | 6-1 3-6 7-5 | H2H | 3 | 160 | 6 | 1 | 65.7% | 70.4% | 43.2% | 9/12 |
| 2026-04-05 | Houston | Clay | SF | 21 | Tommy Paul (4) | 18 | Frances Tiafoe (2) | 7-5 4-6 7-6(7) | H2H | 3 | 165 | 14 | 0 | 69.5% | 71.2% | 53.1% | 0/3 |
| 2026-04-04 | Houston | Clay | QF | 21 | Tommy Paul (4) | 31 | Tomas Martin Etcheverry (6) | 6-4 6-2 | H2H | 3 | 96 | 2 | 2 | 65.1% | 75.6% | 59.1% | 4/4 |
| 2026-04-02 | Houston | Clay | R16 | 21 | Tommy Paul (4) | 101 |  Adolfo Daniel Vallejo | 3-6 6-4 6-4 | H2H | 3 | 144 | 3 | 4 | 57.0% | 66.7% | 46.5% | 5/10 |
| 2026-03-26 | Miami Masters | Hard | QF | 31 |  Arthur Fils (28) | 23 | Tommy Paul (22) | 6-7(3) 7-6(4) 7-6(6) | H2H | 3 | 167 | 10 | 2 | 69.7% | 78.3% | 69.4% | 6/6 |
| 2026-03-24 | Miami Masters | Hard | R16 | 23 | Tommy Paul (22) | 32 | Tomas Martin Etcheverry (29) | 6-1 6-3 | H2H | 3 | 74 | 4 | 0 | 68.9% | 83.9% | 71.4% | 1/1 |
| 2026-03-23 | Miami Masters | Hard | R32 | 23 | Tommy Paul (22) | 72 |  Raphael Collignon | 6-2 3-6 7-6(5) | H2H | 3 | 140 | 5 | 2 | 61.3% | 71.4% | 61.3% | 0/3 |
| 2026-03-20 | Miami Masters | Hard | R64 | 23 | Tommy Paul (22) | 43 | Adrian Mannarino | 6-2 2-6 6-4 | H2H | 3 | 127 | 6 | 2 | 61.2% | 75.6% | 57.7% | 0/3 |
| 2026-03-09 | Indian Wells Masters | Hard | R32 | 35 |  Joao Fonseca | 24 | Tommy Paul (23) | 6-2 6-3 | H2H | 3 | 82 | 2 | 0 | 66.0% | 72.7% | 64.7% | 0/1 |
