Patrick Kypson and Masamichi Imamura will square off in the 1st round of the Cary Challenger for the 1st time in their career. They are scheduled to compete on Monday at 8:00 pm on STADIUM. In this post, we analyze their head to head performance and prediction.
Prediction, odds and live streaming
The pick for Tennis Tonic is Patrick Kypson who should win in 2 sets.
As per the initial odds, Patrick Kypson is the pick to win this match.
Patrick Kypson -> 1.155
Masamichi Imamura -> 4.8
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Prediction and head to head Patrick Kypson vs. Masamichi Imamura
There is no head to head record between Patrick Kypson and Masamichi Imamura since this will be the first time that they will fight against each other in the main tour.
Patrick Kypson
21 - 4win/loss
218
133
LLWWWWWWWW | Year | Total | Hard | Clay | I.hard | Grass | Carpet |
|---|---|---|---|---|---|---|
| 2025 | 23-6 | 16-3 | 7-1 | 0-1 | 0-1 | 0-0 |
| 2024 | 26-27 | 8-11 | 4-7 | 12-6 | 2-3 | 0-0 |
| 2023 | 38-21 | 10-11 | 17-6 | 11-4 | 0-0 | 0-0 |
| 2022 | 26-14 | 13-7 | 2-2 | 11-5 | 0-0 | 0-0 |
| 2021 | 24-11 | 4-2 | 20-9 | 0-0 | 0-0 | 0-0 |
Ranked no. 240, Kypson will start his run in the Cary Challenger after he played his last match in the Tyler Challenger where he lost w/o to Zhou in the semifinal on the 6th of June.
Kypson has a compiled 20-4 win-loss record in 2025, 13-2 on hard (See FULL STATS).
His best result of the current year was winning the title the Bogota Challenger where he overcame Pedro Sakamoto in the final 6-1 6-3 and the Little Rock Challenger where he defeated Michael Zheng in the final 6-1 1-6 7-5.
Talking about his overall career, Kypson has an overall 227-130 record. He has a positive 83-58 record on hard.
Previously in the Cary Challenger
Previously, his best result was reaching the semifinal in 2023. See his history.
Masamichi Imamura
9 - 17win/loss
370
331
LWLLLLWLLL | Year | Total | Hard | Clay | I.hard | Grass | Carpet |
|---|---|---|---|---|---|---|
| 2025 | 10-18 | 10-16 | 0-2 | 0-0 | 0-0 | 0-0 |
| 2024 | 56-29 | 48-25 | 2-1 | 6-3 | 0-0 | 0-0 |
| 2023 | 4-5 | 4-5 | 0-0 | 0-0 | 0-0 | 0-0 |
| 2022 | 39-26 | 36-23 | 3-3 | 0-0 | 0-0 | 0-0 |
| 2021 | 24-15 | 24-15 | 0-0 | 0-0 | 0-0 | 0-0 |
Ranked no. 370, Masamichi will start his run in the Cary Challenger after he played his last match in the Perugia Challenger where he lost 6-4 6-3 to Campana in the qualifications on the 8th of June.
Masamichi has an aggregate 9-16 win-loss record in 2025, 9-14 on hard (See FULL STATS).
In terms of his career, Imamura has an overall 148-102 record. He has a positive 136-92 record on hard.
Previously in the Cary Challenger
Masamichi has never competed in this tournament before.
Head 2 Head
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