| 13‑Nov‑2023 | Champaign CH | Hard | Q1 | 1521 | 493 | (6)Inaki Montes De La Torre [ESP] d. Mayo | 6-3 6-1 | | 0.45 | 9.0% | 9.0% | 53.7% | 63.9% | 35.5% | 6/10 | 1:13 |
| 30‑Oct‑2023 | Charlottesville CH | Hard | Q1 | 1689 | 385 | (3)Christian Langmo [USA] d. Mayo | 6-2 6-4 | | 0.79 | 11.9% | 5.1% | 52.5% | 77.4% | 28.6% | 4/8 | 1:23 |
| 23‑Oct‑2023 | M25 Saint-Augustin | Hard | R16 | 1691 | 369 | (3)Aidan Mayo [USA] d. (Q)Mayo | 6-1 7-5 | | | | | | | | | |
| 23‑Oct‑2023 | M25 Saint-Augustin | Hard | R32 | 1691 | 760 | (Q)Mayo d. Cash Hanzlik [USA] | 4-6 7-5 7-5 | | | | | | | | | |
| 14‑Aug‑2023 | Winnipeg CH | Hard | Q1 | 1759 | 651 | Kiranpal Pannu [NZL] d. Mayo | 6-1 6-4 | | 0.67 | 3.4% | 5.1% | 64.4% | 60.5% | 33.3% | 7/11 | 1:17 |
| 24‑Jul‑2023 | Salinas CH | Hard | Q1 | 1763 | 463 | (4)Alfredo Perez [USA] d. Mayo | 6-2 6-3 | | 0.56 | 1.7% | 5.1% | 47.5% | 67.9% | 38.7% | 6/9 | 1:25 |
| 26‑Jun‑2023 | Medellin CH | Clay | Q2 | | | (2)Tristan Mccormick [USA] d. Mayo | 6-3 3-6 6-3 | | 0.78 | 10.6% | 5.3% | 70.2% | 63.6% | 57.1% | 6/8 | 1:52 |
| 26‑Jun‑2023 | Medellin CH | Clay | Q1 | | 800 | Mayo d. (10)Joao Victor Couto Loureiro [BRA] | 6-4 6-4 | | 1.16 | 3.5% | 7.0% | 49.1% | 89.3% | 48.3% | 1/2 | 1:21 |