Tennis Betting Tips: Sinner among four winners in Tuesday’s 9/2 Headline Boost

Day 9 of Wimbledon sees the tournament's two biggest names, reigning men's singles champion Jannik Sinner and seven-time winner Novak Djokovic, in quarter-finals action.

Below are my Tennis Betting Tips for Tuesday 7 July as I back Betfred's 9/2 Headline Boost, featuring both Sinner and Djokovic....

Jannik Sinner to beat Jan-Lennard Struff

This looks like the most straightforward selection of the four, with reigning champion Sinner, who hasn't dropped a set in the last three rounds, taking on 36-year-old Jan-Lennard Struff, who last Sunday, became the oldest man in the Open Era to reach his first major quarter-final.

World No. 74 Struff has performed heroics to reach the final eight in SW19, beating Sebastian Baez (6-1, 7-6, 4-6, 2-6, 7-5), Brandon Nakashima (4-6, 7-6, 7-6, 6-7, 7-6) and Daniil Medvedev (7-6, 7-6, 7-5) prior to his weekend win over Hubert Hurkacz (3-6, 6-7, 7-6, 7-5, 4-2), who was forced to retire after the sixth game of the final set due to injury.

Still, Sinner is another level from any of the aforementioned four, and the Italian has won all three previous meetings with the German, dropping just one set, albeit that match was on grass at Halle in 2024 (6-2, 6-7, 7-6).

The German kept things pretty close in a best-of-three event, but in a best-of-five tournament, it's difficult to see anything other than a convincing victory for the Italian, who suffered a nervy opening match against Miomir Kecmanovic (4-6, 6-3, 6-7, 6-2, 6-3) before seeing off his next three opponents, Nuno Borges (7-6, 7-6, 6-4), Jenson Brooksby (6-4, 6-3, 6-4) and Shintaro Mochizuki (6-3, 7-6, 6-3) in straight sets.

Novak Djokovic to beat Felix Auger-Aliassime

Djokovic, who last lifted the trophy here in 2022, will be looking to book his semi-final spot on Tuesday at the expense of World No. 4 and second-time Wimbledon quarter-finalist Felix Auger-Aliassime.

Djokovic didn't play any of the grass events prior to this year's Wimbledon, but he's not looked rusty, dropping just three sets en route to the final eight with victories over Yibing Wu (6-4, 5-7, 6-4, 6-4), Stefano Tsitsipas (6-3, 6-4, 6-2), Arthur Rinderknech (7-5, 6-4, 1-6, 7-6) and Roman Safiullin (7-6, 6-3, 3-6, 6-3).

Auger-Aliassime, meanwhile, breezed through the first three rounds, easing past Alexander Shevchenko (6-3, 6-1, 6-4), Dino Prizmic (7-6, 6-3, 7-5) and Michael Zheng (7-6, 6-2, 6-1) in straight sets before coming out on top in a titanic battle with Alejandro Davidovich Fokina (6-7, 7-6, 6-3, 6-7, 6-1) that lasted four hours and 25 minutes.

The Canadian is enjoying another solid season on tour, but he's up against it on Tuesday against Djokovic, who is chasing his 25th major.

The head-to-head is even (1-1), but the two have never met in a competitive match on grass, where the Serbian is regarded as the much superior player, and unless FAA locks in on his big serve, it's Djokovic's contest to lose.

Tennis Odds

Jessica Pegula to beat Coco Gauff

I must admit I have a vested interest in this match, having backed Jessica Pegula to win this year's Wimbledon at 28/1 with Betfred a few weeks back, and it's fair to say she has rewarded that faith so far, dispatching Darja Vidmanova (7-5, 6-3), Sara Sorribes Tormo (7-6, 6-1) and Jessica Bouzas Maneiro (6-1, 6-3) in straights before a tough fourth-round battle with World No. 16 and fellow American Iva Jovic (4-6, 6-3, 6-1).

Pegula started slowly against the 18-year-old but grew into the match and eventually her quality and experience showed, setting up a quarter-final tie with another star from the USA, Coco Gauff, who is into the final eight of Wimbledon for the first time in her career.

Gauff made light work of Tamara Korpatsch (6-2, 6-1) in the opening round but had to dig in against Solana Sierra (6-3, 3-6, 7-6), Claire Liu (6-3, 6-7, 6-2) and Belinda Bencic (4-6, 6-3, 6-4), with those latter three contests really highlighting her tenacity, will to win and endurance levels.

The head-to-head is 5-3 in Pegula's favour, but 1-1 on grass, with Gauff triumphing 6-3, 6-3 in Eastbourne in June 2023 and Pegula taking it 7-5, 7-6 at the Berlin Open a year later.

Thirty-two-year-old Pegula has more pedigree on grass, with two titles to her name on that surface, and without a Grand Slam, her motivation levels to win this year's Wimbledon are surely super high, particularly with the top three seeds, Aryna Sabalenka, Elena Rybakina and reigning champion Iga Swiatek, all exiting the competition in the fourth round.

World No. 4 Pegula is now the highest seed remaining, followed by World No. 7 Gauff, who is a two-time Grand Slam champion (2023 US Open, 2025 French Open) but has never won a WTA grass event and was nearly two years without a win on the surface before her opening round-victory over Korpatsch.

This is a match that could go down to the wire, but I'll back Pegula's experience and surface superiority to take hold over the 22-year-old.

Naomi Osaka to beat Karolina Muchova

Like the above, this is a tough match to call, but four-time Grand Slam champion Naomi Osaka is playing at such a level that it's difficult not to back her against Karolina Muchova.

Osaka doesn't have much history on grass, only reaching her first final on the surface last month at Bad Homburg, where she was hammered 6-1 in the first set against Muchova before retiring at 0-1 down in the second.

That's not very promising for this bet, but Osaka has rebounded superbly at Wimbledon, winning all four of her matches in straights.

The 28-year-old beat Elsa Jacquemot (6-1, 7-5), Anastasia Gasanova (6-3, 6-2) and Daria Kasatkina (6-1, 6-3) before upsetting World No. 1 Sabalenka (6-2, 7-6) last Sunday, setting up a quarter-final tie with the World No. 9 and Czech No. 1.

Muchova also won her first three matches in SW19 without dropping a set, outclassing Anastasia Zakharova (6-3, 6-2), Shuai Zhang (6-3, 6-2) and Mananchaya Sawangkaew (6-2, 7-6) before a fourth-round slog with fellow Czech and 2024 Wimbledon champion Barbora Krejcikova (7-5, 5-7, 6-3) in a contest that lasted two hours and 46 minutes.

It took Osaka just an hour and 29 minutes to take down Sabalenka, so the former World No. 1 and current World No. 14 may be fresher for their final-eight showdown on Tuesday, and the Japanese star's hard-hitting serves could also push her to victory.