Philip Sekulic and Kenta Miyoshi will play each other in the 1st round of the Winnipeg Challenger for the 1st time in their career. They are scheduled to play on Tuesday at 1:30 pm on COURT 1. In the following lines you can find the head to head analysis and prediction.
Prediction, odds and live streaming
The pick for Tennis Tonic is Kenta Miyoshi who should win in 3 sets.
As per the initial odds, Kenta Miyoshi is the pick to win this match.
Kenta Miyoshi -> 1.66
Philip Sekulic -> 2.12
Click here to see the updated quotes and live streaming (only selected countries - USA excluded).
To be able to watch live streaming bet365, a funded account is required or you need to have placed a bet in the last 24 hours. 18+ BeGambleAware.
Here where top tennis events are broadcasted or streamed online (ATP, WTA).
At the challenger level, there will be free live streaming on Challenger TV.
Prediction and head to head Philip Sekulic vs. Kenta Miyoshi
There is no head to head record between Philip Sekulic and Kenta Miyoshi since this will be the first time that they will fight against each other in the main tour.
Philip Sekulic
| Year | Total | Hard | Clay | I.hard | Grass | Carpet |
|---|---|---|---|---|---|---|
| 2025 | 12-8 | 12-8 | 0-0 | 0-0 | 0-0 | 0-0 |
| 2024 | 35-31 | 34-26 | 0-3 | 1-1 | 0-1 | 0-0 |
| 2023 | 37-28 | 33-24 | 0-1 | 0-1 | 4-2 | 0-0 |
| 2022 | 29-23 | 19-15 | 10-8 | 0-0 | 0-0 | 0-0 |
| 2021 | 8-3 | 8-3 | 0-0 | 0-0 | 0-0 | 0-0 |
Ranked no. 477, Sekulic will start his run in the Winnipeg Challenger after he played his last match in the Cary Challenger where he lost 6-2 6-2 to Draxl in the 1st round on the 30th of June.
Sekulic has an aggregate 0-1 win-loss record in 2025, 0-1 on hard (See FULL STATS).
Talking about his overall career, The Australian has an overall 111-89 record. He has a positive 96-72 record on hard.
Previously in the Winnipeg Challenger
Previously, his best result was reaching the 2nd round in 2024. See his history.
Kenta Miyoshi
| Year | Total | Hard | Clay | I.hard | Grass | Carpet |
|---|---|---|---|---|---|---|
| 2025 | 12-11 | 11-10 | 1-1 | 0-0 | 0-0 | 0-0 |
| 2024 | 24-12 | 12-6 | 2-1 | 10-5 | 0-0 | 0-0 |
| 2023 | 10-11 | 7-9 | 2-1 | 1-1 | 0-0 | 0-0 |
| 2022 | 9-5 | 8-4 | 0-0 | 1-1 | 0-0 | 0-0 |
Ranked no. 565, Kenta will start his run in the Winnipeg Challenger after he played his last match in M25 Laval where he lost 6-4 7-6(4) to Woestendick in the 2nd round on the 3rd of July.
Miyoshi has a composed 10-4 win-loss record in 2025, 9-3 on hard (See FULL STATS).
Kenta’s best result of the current season was getting to the final in M15 Harmon.
In terms of his career, Miyoshi has an overall 53-32 record. He has a positive 36-22 record on hard.
Previously in the Winnipeg Challenger
Miyoshi has never competed in this tournament before.
Head 2 Head
LWLWLWWWWL
LLLLWLLLWL 
Upcoming matches in the draw
- Hiroki MoriyaMoriya – (0-0) – H2H and prediction
- Karue SellSell – Yuta ShimizuShimizu (0-0) – H2H and prediction
- Naoki NakagawaNakagawa – (0-1) – H2H and prediction
- Hyeon ChungChung – Strong KirchheimerKirchheimer (0-1) – H2H and prediction
- Yusuke TakahashiTakahashi – (0-0) – H2H and prediction
- Alfredo PerezPerez – (0-0) – H2H and prediction
- Nicolas MejiaMejia – Andres AndradeAndrade (2-0) – H2H and prediction
- Kris Van WykVan Wyk – Alvin Nicholas TudoricaNicholas Tudorica (0-0) – H2H and prediction
- Sho ShimabukuroShimabukuro – Christian LangmoLangmo (0-0) – H2H and prediction
- Daniil GlinkaGlinka – Tsung-Hao HuangHuang (0-0) – H2H and prediction
- Rio NoguchiNoguchi – Andre IlaganIlagan (1-0) – H2H and prediction
- Moerani BouzigeBouzige – Marek GengelGengel (0-1) – H2H and prediction
- Justin BoulaisBoulais – Yu Hsiou HsuHsiou Hsu (0-0) – H2H and prediction
