H2H, prediction of Stefano Napolitano vs Philip Henning in Centurion 1 Challenger with odds, preview, pick | 29th May 2026

PREVIEW. Centurion 1 Challenger. Napolitano and Henning will fight against each other in the quarter of the Centurion 1 Challenger. See the prediction, H2H stats, odds, and preview of their next match on Friday the 29th of May

Prediction and head to head Stefano Napolitano vs. Philip Henning

Stefano Napolitano and Philip Henning will play each other in the quarter of the Centurion 1 Challenger for the 1st time in their career. They are scheduled to play on Friday at 12:30 pm on CENTRE COURT. 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 Stefano Napolitano who should win in 3 sets.

As per the initial odds, Stefano Napolitano is the pick to win this match.
Stefano Napolitano -> 1.51
Philip Henning -> 2.35

 

 

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.

 

Sure Win Arbitrage

Prediction and head to head Stefano Napolitano vs. Philip Henning

There is no head to head record between Stefano Napolitano and Philip Henning since this will be the first time that they will play each other in the main tour.

Stefano Napolitano

Stefano Napolitano
Stefano Napolitano

21 - 9win/loss

Hard
6-2
I Hard
3-1
Clay
12-6
Rank
279
High
121
LWLLLLLLLW
Year Total Hard Clay I.hard Grass Carpet
2026 26-21 7-6 16-13 3-1 0-1 0-0
2025 19-19 2-5 12-10 5-3 0-1 0-0
2024 25-17 10-4 11-10 0-0 4-3 0-0
2023 53-23 9-6 38-13 6-4 0-0 0-0
2022 25-24 1-1 20-15 4-8 0-0 0-0

Ranked no. 246, Stefano got to the quarter after defeating Stefan Vujic 6-2 6-4 and Alec Beckley 6-4 6-2.

In the 2nd round, Stefano had a good straight sets win against Beckley (6-4 6-2). During the match, Napolitano scored 78 points vs Beckley’s 63. Stefano was extremely aggressive to blast 22 winners.

Regarding the service games, Napolitano scored just 1 ace during the encounter and he committed only 2 double faults. Stefano Napolitano lost the serve once and he saved 8 break points. Furthermore, Napolitano put 52% of his first serves in, winning 67% (22/33) of the points behind his 1st serve and 61% (19/31) on the 2nd serve. Napolitano broke Beckley 4 times after converting 31% of his break points (4/13).

Overall Performance in this tournament

Stefano hasn’t dropped yet a set in this event to conquer 56% of the points he played.

ATP Centurion 1 Challenger - Stefano Napolitano's projected path

Projected draw
SF
F

Napolitano has favorable win-loss record in the last 10 years having won 54% of his matches (233-200). 6-2 on hard in 2026. In connection with his performance on the same surface of this competition, Napolitano has a compiled 57-47 win-loss record in the last years on hard.

Stefano’s best result of the current season was reaching the final in the Kigali 1 Challenger and the Mexico City Challenger.

The Italian has an overall 21-9 win-loss record in 2026, 6-2 on hard (See FULL STATS).

Previously in the Centurion 1 Challenger

Napolitano has never competed in this tournament before.

Napolitano
Centurion 1 Challenger
Napolitano's Record

Philip Henning

Philip Henning
Philip Henning

17 - 9win/loss

Hard
7-4
I Hard
1-1
Clay
9-4
Rank
268
High
250
WLWWWWWWWL
Year Total Hard Clay I.hard Grass Carpet
2026 33-18 20-7 12-10 1-1 0-0 0-0
2025 48-16 44-11 0-0 4-5 0-0 0-0
2024 55-15 43-9 12-5 0-1 0-0 0-0
2023 23-4 23-4 0-0 0-0 0-0 0-0
2022 5-3 0-1 0-1 5-1 0-0 0-0

Ranked no. 319, Philip got to the quarter after beating Connor Henry Van Schalkwyk 6-3 6-3 and Luc Koenig 6-2 6-2.

In the 2nd round, The South African had a good straight sets win against Koenig (6-2 6-2). During the match Henning scored 62 points vs Koenig’s 41. Philip was very aggressive to blast 27 winners.

About the serving games, Henning recorded 4 aces and he committed only 1 double fault for the entire match. Philip Henning was pretty effective on serve to win 75% (27/36) of his 1st serve and 56% (9/16) on the second serve. This was the main reason for not conceding a single break during the match. Henning broke Koenig 4 times after converting 36% of his break points (4/11).

Overall Performance in this tournament

The South African hasn’t dropped yet a set in the tournament to win 60% of the points he played.

ATP Centurion 1 Challenger - Philip Henning's projected path

Projected draw
QF
SF
F

The South African’s best result of the current season was getting to the final in M25 Santa Margherita di Pula.

Henning has a composed 17-9 win-loss record in 2026, 7-4 on hard (See FULL STATS).

Henning
Centurion 1 Challenger
Henning's Record
Sure Win Arbitrage
Soccer Tonic Predictions

H2H Performance in the tournament (main draw)

S.Napolitano
P.Henning
3h:09
3h:09
Time on court​
2h:17
2h:17
1h:44
1h:44
Last match​
1h:04
1h:04
2
2
Match played
2
2
36
36
Games Played​
34
34
4
4
Set played​​
4
4
146
146
Total points​
127
127
73
73
Avg point​
63.5
63.5
44
44
Winners
53
53
22
22
Avg Winners​
26.5
26.5
30%
30%
Ratio winners
42%
42%
-- Serve --
4
4
Aces
9
9
2
2
Avg Aces
4.5
4.5
3
3
Double Faults
2
2
1.5
1.5
Avg Double Faults
1
1
44/63
44/63
1st won total​
53/69
53/69
70%
70%
1st won %
!
77%
77%
36/55
36/55
2nd won total​
22/37
22/37
!
65%
65%
2nd won %
59%
59%
-- Break Points --
7/21
7/21
BP won
8/17
8/17
3.5/10.5
3.5/10.5
Avg BP won
4/8.5
4/8.5
33%
33%
Won
47%
47%
12
12
Conceded
10
10
6
6
Avg Conceded
5
5
1
1
Broken
1
1
!
0.5
0.5
Avg Broken
!
0.5
0.5
11
11
Saved
9
9

Matches, sets, games and points

Points Napolitano Henning
Match played 2 2
Tot Set 4 4
Tot Games 36 34
Pts 146-114 127-86
Total Points 260 213
Winners 44 53
%Winners 30% 42%

Both Napolitano and Henning played 2 matches. Both players have not lost a single set in this event so far. Talking about their workload, Napolitano and Henning have played the same amount of sets 4. However, Napolitano played 2 games more than Henning. Stefano scored 44 winners (30% of the total points). On the other side, Philip struck 53 winners (42%).

Serve Performance

Serve Napolitano Henning
Aces 4 9
Avg per match 2 4.5
1st in 63/118 69/106
%1st in 53% 65%
1st pts 44/63 53/69
%1st pts 70% 77%
2nd pts 36/55 22/37
%2nd pts 65% 59%

Napolitano fired 4 aces (2 per match). Henning made 9 aces (4.5 per match). Napolitano won 70% points on his first serve. He extremely effective on his second serve to win 65% of the points. On the other side, Henning won 77% of the points behind his first serve. He had a solid display on his second serve to win 59% of the points.

How they played the important points

Breaks Napolitano Henning
Won 7 8
Converted 7/21 8/17
% Converted 33% 47%
Conceded 12 10
Saved 11 9
% Saved 92% 90%
Times Broken 1 1

The Italian broke his opponents 7 times with a 33% conversion rate. Napolitano dropped his serve once and he saved 92% of the break points that he conceded. Henning broke his opponents 8 times with a 47% conversion rate. Henning conceded his serve once and he saved 90% of the break points that he conceded.

Napolitano
R1
Vujic
R2
Beckley
Total
Score 6-2 6-4 6-4 6-2
Tot Set 2 2 4
Tot Games 18 18 36
pts 68-51 78-63 146-114
Total points 119 141 260
Winners 22 22 44
%Winners 32% 28% 30%
SERVE
Aces 3 1 4
Double Faults 1 2 3
1st in 30/54 33/64 63/118
% 1st in 56% 52% 53%
1st pts 22/30 22/33 44/63
% 1st pts 73% 67% 70%
2nd pts 17/24 19/31 36/55
% 2nd pts 71% 61% 65%
Breaks
Won 3 4 7
Converted 3/8 4/13 7/21
Converted % 38% 31% 33%
Conceded 3 9 12
Saved 3/3 8/9 11
Saved % 100% 89% 95%
Times Broken 0 1 1
Henning
R1
Henry Van Schalkwyk
R2
Koenig
Total
Score 6-3 6-3 6-2 6-2
Tot Set 2 2 4
Tot Games 18 16 34
pts 65-45 62-41 127-86
Total points 110 103 213
Winners 26 27 53
%Winners 40% 44% 42%
SERVE
Aces 5 4 9
Double Faults 1 1 2
1st in 33/54 36/52 69/106
% 1st in 61% 69% 65%
1st pts 26/33 27/36 53/69
% 1st pts 79% 75% 77%
2nd pts 13/21 9/16 22/37
% 2nd pts 62% 56% 59%
Breaks
Won 4 4 8
Converted 4/6 4/11 8/17
Converted % 67% 36% 47%
Conceded 5 5 10
Saved 4/5 5/5 9
Saved % 80% 100% 90%
Times Broken 1 0 1

Head 2 Head

Win Loss
Napolitano
WWWWWWWWWW
Henning
WWWWWWWWWW
2026 2025 2024
26 - 21
33 - 18
7-6
Hard
20-7
3-1
I Hard
1-1
16-13
Clay
12-10
See Updated Draw
Soccer Tonic Predictions
Sure Win Arbitrage

Upcoming matches in the draw