Level, 1 wins each over 2 singles meetings since 2024. Last meeting on 29/05/2025 at Little Rock Challenger.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 29/05/2025 | Little Rock Challenger | Round 1 | hard | Kypson | 3-6 6-4 4-6 |
| 08/04/2024 | Sarasota Challenger | Round 1 | clay | Krueger | 6-2 3-6 7-6(1) |
| hard | Krueger 0 - 1 Kypson |
| clay | Krueger 1 - 0 Kypson |
| 2025 | Krueger 0 - 1 Kypson |
| 2024 | Krueger 1 - 0 Kypson |
166 wins, 156 losses since 2021 (51.6%).
Last matches: D D V V D
162 wins, 104 losses since 2021 (60.9%).
Last matches: D V D V V
Level, 1 wins each over 2 singles meetings since 2024.
On 29/05/2025, at Little Rock Challenger (Round 1): Patrick Kypson won 3-6 6-4 4-6.