Jenson Brooksby leads 2 to 1 over 3 singles meetings since 2025. Last meeting on 24/10/2026 at Fort Worth Challenger.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 24/10/2026 | Fort Worth Challenger | Quarter-final | hard | Brooksby | 6-4 0-1 |
| 14/04/2025 | Tallahassee Challenger | Round 1 | clay | Maloney | 6-4 6-3 |
| 30/03/2025 | US Men's Clay Court Championship - Houston | Qualifiers | clay | Brooksby | 6-4 6-2 |
| hard | Brooksby 1 - 0 Maloney |
| clay | Brooksby 1 - 1 Maloney |
| 2026 | Brooksby 1 - 0 Maloney |
| 2025 | Brooksby 1 - 1 Maloney |
130 wins, 83 losses since 2021 (61.0%).
Last matches: D V V V V
106 wins, 67 losses since 2021 (61.3%).
Last matches: D V V D D
Jenson Brooksby leads 2 to 1 over 3 singles meetings since 2025.
On 24/10/2026, at Fort Worth Challenger (Quarter-final): Jenson Brooksby won 6-4 0-1.