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Head-to-Head

Hugh Winter vs Jake DemboPrediction, Head-to-Head Results, and Stats

Hugh Winter and Jake Dembo have met 1 time since 2026; Jake Dembo leads 1–0. Across all meetings Winter has taken 1 sets to Dembo's 2. Their most recent meeting: Jake Dembo won at Futures 2026 (2026).

Spread & Straight-Sets Form

Completed best-of-3 matches · Last 12 months

IndicatorWinterDembo
Wins in straight sets100%50%
Wins a set when losing75%0%
Goes to a deciding set43%19%
Covers −1.5 sets as favorite100%
Covers +1.5 sets as underdog100%25%
Tiebreak sets won100%
Wins after taking set 1100%100%
Wins 2-0 after taking set 1100%60%

Colored rows are higher-is-better: green above 50%, red below. Favorite/underdog set by book odds; cover rows count only matches with odds on record. Small sample — read with care. Head-to-head: 0 of 1 completed meetings ended in straight sets (Winter 0, Dembo 0).

Previous meetings

1 career meeting, newest first

Jul 13, 2026

Futures 2026

H Hard

46
75
810
Dembo

Recent Form

Last five matches per player

Winter
LLWLWLWL
L

Jake Dembo

Futures 2026

46
75
810

Jul 13

L

Xiaoyin Yang

Futures 2026

46
63
810

Jun 15

W

Yi-Feng Li

Futures 2026

75
61

Jun 14

L

Alexey Aleshchev

Futures 2026

46
26

Jun 7

W

Chase Zhao

Futures 2026

63
64

May 31

L

Grigoriy Lomakin

M15 Luan · Round of 32

57
64
46

May 27

W

Sheng Tang

Futures 2026

63
64

May 26

L

Taisei Ichikawa

Sydney · 1st Round Qualifying

46
63
46

Oct 27

Dembo
WLWWLLLL
W

Hugh Winter

Futures 2026

64
57
108

Jul 13

L

Constantin Bittoun Kouzmine

M15 Gaborone · Quarterfinals

57
06

May 22

W

Gray Voelzke

M15 Gaborone · 2nd Round

62
75

May 21

W

Edison Ambarzumjan

M15 Gaborone · 1st Round

63
60

May 19

L

Benjamin O'Connell

M15 Gaborone · 1st Round

46
46

May 13

L

Romain Faucon

M15 Mbombela · Round of 32

06
02

May 6

L

Thando Longwe Smit

M15 Mbombela · Round of 32

57
36

Apr 29

L

Thando Longwe-Smit

M15 Mbombela · 1st Round

57
36

Apr 29

Win rate

Matches, sets and games won · Last 12 months · 7–16 matches

MetricWinterDembo
Matches won43%38%
Sets won53%34%
Games won52%43%

Record by tier

Head-to-head record by tournament tier

StageWinterDembo
ITF M01

By surface

Head-to-head record per surface

SurfaceWinterDembo
Hard01

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Hugh Winter vs Jake Dembo FAQ

Jake Dembo leads the head-to-head 1–0 over 1 meetings.