Jamie Loeb vs Naomi Osaka Head-to-Head Stats, Results & Performance Comparison

Wojtek Kolan

Our Predictions

H2H Records Career Stats

HEAD TO HEAD
J. Loeb vs N. Osaka

Jamie Loeb

USA

1

Win

Played

1

Win

Age

1.68m

Height

1.80m

567

C. Rank

132

Best Rank

Total Titles

YTD Titles

$226.3K

Career Money

$24.1M

Right-handed (two-handed backhand)

Plays

Right-handed (two-handed backhand)

Naomi Osaka

JPN

1

Win

Played

1

Win

Age

1.68m

Height

1.80m

567

C. Rank

132

Best Rank

Total Titles

YTD Titles

$226.3K

Career Money

$24.1M

Right-handed (two-handed backhand)

Plays

Right-handed (two-handed backhand)

Head-to-head: Loeb 1 - 1 Osaka

They have played 4 sets in total, with Jamie Loeb winning 2 and Naomi Osaka winning 2. The last match between Naomi Osaka and Jamie Loeb was at the Rogers Cup - Toronto, 05-08-2017, Round: Q1, Surface: Hard, with Naomi Osaka getting the victory 6-3 6-3.

Players	Head To Head Match Wins
Loeb	1
Osaka	1

Last 2 H2H Matches:

(Q1) Rogers Cup - Toronto(08-05-17)

Stats

Naomi Osaka

Jamie Loeb

(R1) Sumter(05-20-13)

Stats

Jamie Loeb

Naomi Osaka

J. Loeb vs N. Osaka H2H Profile

J. Loeb	Stats	N. Osaka
$226,266	Career Prize Money	$24,149,734
53.91% (324-277)	Career Total W/L	64.46% (341-188)
1	Hard	1
11	Titles	8
1	Total H2H Matches	1
0.00% (0-1)	YTD Win/Loss	66.67% (30-15)

J. Loeb vs N. Osaka Match Preview:

Second serve performance recent form: In recent form (last 6 months), Jamie Loeb has won 42.86% of points on their second serve, while Naomi Osaka has won 41.39%. There is a high correlation between this stat and match prediction accuracy.
Return game stats recent form: Return stats show Jamie Loeb, in recent form, has won 65.52% of their opponent's second serve points, while Naomi Osaka has won 50.00%. The same stats for first serve returns are 26.58% and 26.34% respectively and this has a high correlation to pick who is favored in this H2H matchup.
Under pressure analysis: Jamie Loeb has saved 41.18% of breakpoints in recent form, whereas Naomi Osaka has saved 40.93% which is a useful statistic for in-game betting predictions.
Performance overview: Over the last year Jamie Loeb has won 62.50% of matches played (W/L 25/15), with Naomi Osaka winning 70.00% (W/L 35/15) that gives us an overall head-to head prediction overview.
Best surface: Jamie Loeb has their best career surface win % on Hard, winning 57% (W/L 190/143), and worse career win % on Grass, winning 32% (W/L 8/17). Naomi Osaka has their best career surface win % on Hard, winning 57% (W/L 233/115), and worse career win % on Grass, winning 55% (W/L 24/20).
Player level: In the last year, Jamie Loeb has played most of their matches on the Challengers/ITF tournaments > $10K, winning 62.16% of matches (W/L 23/14), where as Naomi Osaka has played most of their matches on the Masters series, winning 65.00% of matches (W/L 13/7). When comparing stats between players to predict the favorite, it is of course all relative to the event level they have been playing at.
Direct H2H matches: They have played 2 times before with Jamie Loeb winning 1 times and Naomi Osaka being victorious 1 times. They have played 4 sets in total, with Jamie Loeb winning 2 and Naomi Osaka winning 2.
The last match between Jamie Loeb and Naomi Osaka was at the Rogers Cup - Toronto, 05-08-2017, Round: Q1, Surface: Hard, with Naomi Osaka getting the victory 6-3 6-3.
Head to head match duration: In past head to head matches, the average match time between these players has been 0:36:31.
Opponent quality stats: Over the last 12 months, Jamie Loeb has played against opponents with an average rank of 423.1 while Naomi Osaka has played against players with an average rank of 95.82.
Deciding set performance vs all players: If you are interested in live predictions and betting, if this match goes into a deciding set, Jamie Loeb has won 64% of deciding sets over the last 12 months, while Naomi Osaka has won 59% in all matches played on tour.
Break point conversion: In recent form, Jamie Loeb has converted 30.43% of breakpoint opportunities, and Naomi Osaka has converted 37.25% of their chances to break their opponents serve. A telling stat for in-game live betting tips when either player has a breakpoint opportunity.

Jamie Loeb vs Naomi Osaka Editorial Preview By TennisTipster88.

J. Loeb vs N. Osaka H2H Stats Used In Our Predictions

J. Loeb	Stats	N. Osaka
1	H2H Matches Won	1
2	Sets Won	2
19	Games Won	21
1	Aces (Total)	5
7	Total Double Faults	5
0:36:31	Average Match Time	0:36:31
48% (33/69)	1st Serve %	46% (25/54)
70% (23/33)	1st Serve Win %	88% (22/25)
31% (11/36)	2nd Serve Win %	45% (13/29)
40% (2/5)	Break Pts Won %	56% (5/9)
35% (19/54)	Return Points Win %	51% (35/69)
50% (1/2)	Best‑of‑3 Win %	50% (1/2)
100% (1/1)	1st Set Won, Won Match	100% (1/1)
0% (0/1)	1st Set Won, Lost Match	0% (0/1)
0% (0/1)	1st Set Lost, Won Match	0% (0/1)

Recent Performance Stats

J. Loeb Recent Matches Played

OPPONENT	RESULT	SCORE	H2H
W75 Sumter - 02-06-2025
R1 Unknown PlayerU. Player	L	5-7 6-4 3-1 ret.	Stats
Q3 Emily De OliveiraE. De	W	6-4 6-4	Stats
Q1 Abigail RencheliA. Rencheli	W	6-4 6-3	Stats
W35 Santo Domingo - 26-05-2025
R3 Thaisa Grana PedrettiT. Grana	L	7-6(3) 6-2	Stats
R2 Mariana Isabel Higuita BarrazaM. Isabel	W	6-0 2-6 6-4	Stats

View All

N. Osaka Recent Matches Played

OPPONENT	RESULT	SCORE	H2H
Japan Open - Osaka - 13-10-2025
QF Jaqueline CristianJ. Cristian	L	w/o	Stats
R2 Suzan LamensS. Lamens	W	7-6(6) 3-6 6-2	Stats
R1 Wakana SonobeW. Sonobe	W	6-0 6-4	Stats
Wuhan Open - Wuhan - 06-10-2025
R2 Linda NoskovaL. Noskova	L	7-6(2) 6-3	Stats
R1 Leylah Annie FernandezL. Annie	W	4-6 7-5 6-3	Stats

View All

J. Loeb vs N. Osaka Stats Breakdown Vs All H2H Opponents

J. Loeb	Stats	N. Osaka
53.91% (324/277)	YTD Win/Loss	64.46% (341/188)
53.36% (739/646)	Sets Win/Loss	61.06% (740/472)
51.27% (6503/6180)	Games Win/Loss	54.72% (6143/5084)
57.06% (190/143)	Hard Win/Loss	66.95% (233/115)
51.72% (90/84)	Clay Win/Loss	60.00% (66/44)
52.17% (36/33)	Indoor Hard W/L	66.67% (18/9)
32.00% (8/17)	Grass Win/Loss	54.55% (24/20)
0.24	Aces Per Game	0.43
1472	Aces Total	2348
0.28	Double Faults Per Game	0.18
1745	Total Double Faults	998
1:18:23	Average Match Time	1:9:32
520.09	Average Opponent Rank	380.26
54% (17485/32413)	1st Serve %	56% (15317/27213)
65% (11351/17485)	1st Serve Win %	72% (10996/15317)
46% (6867/14927)	2nd Serve Win %	48% (5753/11895)
47% (1765/3778)	Break Points Won % (Total)	46% (1395/3045)
44% (14442/33101)	Return Points Win %	43% (11585/27178)
45.71% (16/19)	Slam W/L	72.28% (73/28)
37.50% (3/5)	Masters W/L	62.76% (91/54)
0% (0/0)	Cups W/L	75.00% (6/2)
42.59% (23/31)	Main Tour W/L	59.29% (83/57)
53.80% (255/219)	Challenger W/L	65.79% (75/39)
90.00% (27/3)	Futures W/L	61.90% (13/8)
54% (320/593)	Best of 3 Sets Win %	65% (338/517)
50% (2/4)	Best of 5 Sets Win %	0% (0/2)
45% (54/119)	Tiebreaks Win % (Total)	53% (65/122)
50% (92/183)	Deciding Set Win %	64% (104/162)
83% (344/287)	1st Set Won, Won Match	90% (319/287)
16% (344/56)	1st Set Won, Lost Match	10% (319/31)
14% (257/37)	1st Set Lost, Won Match	26% (210/55)