Jack Kennedy and Anton Shepp will square off in the 1st round of the Lincoln Challenger for the 1st time in their career. They are scheduled to compete on Monday at 5:30 pm on CENTER COURT. In the following paragraphs, you can find the head to head analysis and prediction.
Prediction, odds and live streaming
The pick for Tennis Tonic is Anton Shepp who should win in 3 sets.
As per the initial odds, Anton Shepp is the pick to win this match.
Anton Shepp -> 1.74
Jack Kennedy -> 1.95
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.
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Prediction and head to head Jack Kennedy vs. Anton Shepp
There is no head to head record between Jack Kennedy and Anton Shepp since this will be the first time that they will square off in the main tour.
Jack Kennedy
24 - 11win/loss
388
379
LLLLWWLWWW | Year | Total | Hard | Clay | I.hard | Grass | Carpet |
|---|---|---|---|---|---|---|
| 2026 | 24-13 | 2-3 | 18-5 | 4-5 | 0-0 | 0-0 |
| 2025 | 15-11 | 4-4 | 9-5 | 2-2 | 0-0 | 0-0 |
| 2024 | 1-2 | 1-2 | 0-0 | 0-0 | 0-0 | 0-0 |
Ranked no. 414, Kennedy will start his run in the Lincoln Challenger after he played his last match in M25 Dallas where he lost 6-2 6-1 to Zhu in the 1st round on the 7th of July.
The American has a composed 24-11 win-loss record in 2026, 2-1 on hard (See FULL STATS).
Kennedy’s best result of the current year was reaching the final in M15 Boca Raton.
Talking about his overall career, The American has an overall 40-24 record. He has a flat 7-7 record on hard.
Previously in the Lincoln Challenger
Jack has never competed in this tournament before.
Anton Shepp
| Year | Total | Hard | Clay | I.hard | Grass | Carpet |
|---|---|---|---|---|---|---|
| 2026 | 37-19 | 30-14 | 2-1 | 5-4 | 0-0 | 0-0 |
| 2025 | 35-14 | 27-10 | 8-4 | 0-0 | 0-0 | 0-0 |
| 2024 | 6-6 | 6-6 | 0-0 | 0-0 | 0-0 | 0-0 |
| 2023 | 9-4 | 9-4 | 0-0 | 0-0 | 0-0 | 0-0 |
| 2022 | 1-2 | 1-2 | 0-0 | 0-0 | 0-0 | 0-0 |
Ranked no. 511 (career-high), Anton will start his run in the Lincoln Challenger after he played his last match in M25 Varnamo where he lost 6-3 6-1 to Mcdonald in the quarter on the 12th of June.
Anton has a compiled 34-10 win-loss record in 2026, 27-7 on hard (See FULL STATS).
Shepp’s best result of the season was getting to the final in M15 Monastir and M15 Nakhon Pathom.
In terms of his career, The Kiwi has an overall 86-37 record. He has a positive 71-30 record on hard.
Head 2 Head
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