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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 M25 Brisbane (2026).

Spread & Straight-Sets Form

Completed best-of-3 matches · Last 12 months

IndicatorWinterDembo
Wins in straight sets100%70%
Wins a set when losing67%8%
Goes to a deciding set44%18%
Covers −1.5 sets as favorite—100%
Covers +1.5 sets as underdog100%29%
Tiebreak sets won—33%
Wins after taking set 1100%100%
Wins 2-0 after taking set 1100%78%

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).

Style Matchup

Playing styles and historical archetype record

Winter

⚙️ Grinder

Relentless consistencyDeep court positioningHigh rally toleranceMental fortitude
vs

Dembo

⚙️ Grinder

Relentless consistencyDeep court positioningHigh rally toleranceMental fortitude

Matchup analysis

Both Hugh Winter and Jake Dembo are ⚙️ Grinder types. Mirror matchups usually come down to execution, fitness, and surface fit, across 144 matches in our dataset the historical split is about even.

Previous meetings

1 career meeting, newest first

Jul 13, 2026

M25 Brisbane

H Hard · 2nd Round Qualifying

46
75
810
Dembo

Player ROI

Hypothetical if you put 1u on each player to win every one of their matches · Last 90 days

MetricWinterDembo
W-L-1–4
Avg odds-4.01
ROI %--75.6%
Units P/L--3.78u

Small sample: ROI stabilizes with more matches; fewer than 10 in the window is noisy.

Common opponents

Results vs. opponents both players faced · Last 12 months

Across 1 shared opponent, both Winter and Dembo posted a 100% win rate.

OpponentWinterDembo
James Mckenzie
W
61
60
W
63
62

Recent Form

Last five matches per player

Winter
LWLLWWLL
L

Jake Dembo

M25 Brisbane · 2nd Round Qualifying

46
75
810

Jul 13

W

James Mckenzie

M25 Brisbane · 1st Round Qualifying

61
60

Jul 12

L

Xiaoyin Yang

Futures 2026

46
63
810

Jun 15

L

Xiaoyin Yang

M15 Maanshan · 2nd Round Qualifying

46
63
810

Jun 15

W

Yanhong Li

M15 Maanshan · 1st Round Qualifying

75
61

Jun 14

W

Yi-Feng Li

Futures 2026

75
61

Jun 14

L

Alexey Aleshchev

M15 Maanshan · 1st Round Qualifying

46
26

Jun 7

L

He Ziheng

M15 Luan · 2nd Round Qualifying

Jun 1

Dembo
LWWLWWWL
L

Lingxi Zhao

M25 Luan · 3rd Round Qualifying

647
61
410

Oct 6

W

Duan Hao

M25 Luan · 2nd Round Qualifying

62
62

Oct 5

W

Yeong-Seok Jeong

M25 Luan · 1st Round Qualifying

Oct 4

L

Isaac Becroft

M15 Luan · 1st Round

26
46

Sep 30

W

Liangxuan Liu

M15 Luan · 3rd Round Qualifying

63
61

Sep 29

W

You Du

M15 Luan · 2nd Round Qualifying

64
63

Sep 28

W

Duan Hao

M15 Luan · 1st Round Qualifying

64
60

Sep 27

L

Leo Borg

M15 Bali · 1st Round

57
657

Sep 8

Win rate

Matches, sets and games won · Last 12 months · 9–22 matches

MetricWinterDembo
Matches won33%45%
Sets won45%44%
Games won50%48%

Record by tier

Head-to-head record by tournament tier

StageWinterDembo
ITF M2501

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.