James Kent Trotter and Sascha Gueymard Wayenburg will square off in the 1st round of the Oeiras 5 Challenger for the 1st time in their career. They are scheduled to play on Monday at 4:30 pm on COURT 3. In this post, we analyze their head to head performance and prediction.

Prediction, odds and live streaming

The pick for Tennis Tonic is James Kent Trotter who should win in 3 sets.

See updated oddsAs per the initial odds, James Kent Trotter is the pick to win this match.
James Kent Trotter -> 1.44
Sascha Gueymard Wayenburg -> 2.625

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Prediction and head to head James Kent Trotter vs. Sascha Gueymard Wayenburg

There is no head to head record between James Kent Trotter and Sascha Gueymard Wayenburg since this will be the first time that they will play each other in the main tour.

James Kent Trotter

James Kent Trotter

10 - 10win/loss

Hard
8-7
I Hard
2-2
Clay
0-1
Rank
174
High
170
WLWLWLLLWL
Year Total Hard Clay I.hard Grass Carpet
2025 12-11 8-7 2-2 2-2 0-0 0-0
2024 41-23 19-12 1-3 21-7 0-1 0-0
2023 19-13 15-10 0-1 4-2 0-0 0-0
2022 21-11 15-7 0-0 6-4 0-0 0-0
2021 2-2 0-0 0-0 2-2 0-0 0-0

Ranked no. 170 (career-high), James will start his run in the Oeiras 5 Challenger after he played his last match in the Gwangju Challenger where he lost 6-2 7-6(1) to Chung in the 2nd round on the 24th of April.

James has an overall 10-10 win-loss record in 2025, 0-1 on clay (See FULL STATS).

Talking about his overall career, The Japanese has an overall 100-69 record. He has a negative 1-5 record on clay.

Previously in the Oeiras 5 Challenger

The Japanese has never competed in this tournament before.

Oeiras 5 Challenger
Kent Trotter's Record

Sascha Gueymard Wayenburg

Sascha Gueymard Wayenburg
Sascha Gueymard Wayenburg

14 - 16win/loss

Hard
3-5
I Hard
8-4
Clay
3-7
Rank
261
High
245
WLLWLWLLLL
Year Total Hard Clay I.hard Grass Carpet
2025 15-17 3-5 4-8 8-4 0-0 0-0
2024 39-30 11-10 13-7 15-12 0-0 0-1
2023 34-27 2-4 8-8 23-14 0-0 1-1
2022 45-24 16-7 7-5 22-12 0-0 0-0
2021 10-9 9-6 0-1 1-1 0-0 0-1

Ranked no. 251, Sascha will start his run in the Oeiras 5 Challenger after he played his last match in the Prague Challenger where he lost 6-2 6-2

to Rottgering in the 2nd round on the 8th of May.

Sascha has a compiled 14-16 win-loss record in 2025, 3-7 on clay (See FULL STATS).

His best result of the year was winning the title the Quimper Challenger where he overcame Pierre-Hugues Herbert in the final 6-7(3) 6-1 6-2.

In terms of his career, Sascha has an overall 142-106 record. He has a positive 31-28 record on clay.

Oeiras 5 Challenger
Gueymard Wayenburg's Record

Upcoming matches in the draw