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Chasing their first title of the season at the Rolex Monte-Carlo Masters, Wesley Koolhof and Neal Skupski could have to overcome a series of ATP Tour singles stars in the Principality.

The top seeds, who won three ATP Masters 1000 trophies last year, could face Andrey Rublev and Karen Khachanov in their opening match, with Jannik Sinner and Diego Schwartzman potential quarter-final opponents. Rublev and Khachanov start against Jamie Murray and Michael Venus, while Sinner and Schwartzman take on eighth seeds Marcel Granollers and Horacio Zeballos.

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Fourth seeds Nikola Mektic and Mate Pavic are seeded to meet Koolhof and Skupski in the semi-finals. The Croatians lifted the trophy in Monaco in 2021 and will begin this year’s quest against Simone Bolelli and Lorenzo Musetti or Taylor Fritz and Holger Rune.

The first clay-court ATP Masters 1000 event of the season commences this week at the Rolex Monte-Carlo Masters, where a host of Top 10 stars are in action in the Principality.

Two-time champion Novak Djokovic, back at No. 1 in the Pepperstone ATP Rankings, will lead the field. Stefanos Tsitsipas eyes a third consecutive title in Monaco and Daniil Medvedev, who has triumphed on Tour four times this year, will be chasing his first trophy on clay.

Here are 10 things to watch this week.

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1) Djokovic Returns: The Serbian will compete for the first time since March when he fell in the semi-finals in Dubai against Medvedev. Djokovic ceded top spot in the Pepperstone ATP Rankings after Carlos Alcaraz won Indian Wells, but is back at No. 1 again now after the 19-year-old Spaniard failed to defend his Miami title. Djokovic, who triumphed in Monte-Carlo in 2013 and 2015, is chasing his third title of the season after winning an ATP 250 in Adelaide and his 22nd major at the Australian Open.

The battle for top spot in the Pepperstone ATP Live Race To Turin between Daniil Medvedev and Novak Djokovic could significantly change based on one potential match at the Rolex Monte-Carlo Masters should it come to fruition.

Medvedev and Djokovic will meet in the semi-finals of the clay-court ATP Masters 1000 event if they both advance that far. If that blockbuster clash plays out, the result would drastically impact the Live Race.

Medvedev (3,030 points) enters the clay-court season with a 600-point lead over second-placed Djokovic (2,430). If the 27-year-old defeats Djokovic in the Monte-Carlo semi-finals and goes on to claim his first clay-court crown, he would take a 1,240-point advantage over his rival in the Live Race.

However, it goes both ways. If the superstars meet in the semi-finals but Djokovic emerges victorious and goes on to clinch his record-extending 39th Masters 1000 trophy, he would depart the Principality in first place in the Live Race by 40 points.

Pepperstone ATP Live Race To Turin (as of 7 April)

Austrians Alexander Erler and Lucas Miedler are a perfect 3-0 in ATP Tour finals, with titles in Kitzbühel in 2021, Vienna in 2022 and Acapulco earlier this season. After their Friday semi-final victory at the Grand Prix Hassan II, they will bid to extend their streak in the Marrakech final.

The third seeds defeated fifth seeds Maxime Cressy and Albano Olivetti 6-2, 7-6(1) to advance to the title match at the ATP 250, surviving 11 aces from their opponents and earning the victory without facing a break point. Erler/Miedler will find out their final opponents on Saturday, when Marcelo Demoliner and Andrea Vavassori meet N.Sriram Balaji and Jeevan Nedunchezhiyan in the second semi-final.

Demoliner/Vavassori booked their semi-final spot on Friday with a 7-6(10), 6-3 win against Sander Arends and Aisam-Ul-Haq Qureshi.

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Home Favourites Book Last Estoril SF Spot
Nuno Borges and Francisco Cabral are the only all-Portuguese pairing in the Millennium Estoril Open doubles draw, and the home favourites continue to make the most of their opportunity. In the lone doubles match played on Friday at the ATP 250, the defending champions beat Robin Haase and Philipp Oswald 6-3, 7-6(4) to advance to the last four.

For the third straight day at the Fayez Sarofim & Co. U.S. Men's Clay Court Championship, rain has cancelled the bulk of the day's play. While the last Houston first-round match was completed during a brief respite — with Max Purcell winning two games to close out a 6-4, 3-6, 6-3 win against Daniel Altmaier — the rest of Friday's play was cancelled at the ATP 250.

“We have had several inches of rain in the past two days that have saturated our courts and these unseasonably cool temperatures are slowing down the drying process,” said tournament director Bronwyn Greer. “We want to ensure that our courts are in the best possible condition to complete our tournament this weekend, and with that in mind we have decided to forgo play today with the exception of that first-round match that [was] deep into the third set.”

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The entirety of the singles second round was scheduled to be completed on Friday, in addition to the quarter-finals. Both rounds are now set to be played on Saturday, with the semi-finals and final scheduled for Sunday. For doubles, the quarter-finals are now set to be played on Saturday, followed by the semis and the final on Sunday.

Two second-round matches were started on Thursday before being suspended: Gijs Brouwer led fourth seed John Isner 6-4, 5-6, while fifth seed J.J. Wolf and Denis Kudla were knotted at 4-4 in their opening set.

Quentin Halys continues to break new ground in 2023.

The Frenchman on Friday advanced to his first ATP Tour semi-final when he defeated former World No. 3 Dominic Thiem 6-1, 6-4 to reach the last four of the Millennium Estoril Open.

“I’m playing really, really good at the moment. For me to be here in the semi-finals for the first tournament on clay is huge for me and I’ve played some really good players,” Halys said. “I’m so happy and I’m looking forward for tomorrow because I think I can do well again tomorrow.

“It’s going to be a tough one, but I’m really looking forward [to it].”

Halys will play top seed Casper Ruud or fifth seed Sebastian Baez for a place in the final. The 26-year-old saved the two break points he faced against Thiem and converted all three of his chances to triumph after one hour and 19 minutes.

Returning to the ATP Tour this week at the Rolex Monte-Carlo Masters, Novak Djokovic learned the path to his record-extending 39th ATP Masters 1000 crown on Friday.

The top-seeded Serbian could face in-form Italian Jannik Sinner in the quarter-finals and is seeded to meet Miami champion Daniil Medvedev in the semi-finals in Monte-Carlo. Djokovic, who is aiming to consolidate his position at No. 1 in the Pepperstone ATP Rankings, will open against Brandon Nakashima or Mackenzie McDonald.

The World No. 1 could then play 16th seed Lorenzo Musetti in the third round. The 35-year-old defeated Musetti in a five-set thriller at Roland Garros in 2021. Djokovic is a two-time champion in the Principality, having triumphed in 2013 and 2015.

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Jannik Sinner arrives in Monte-Carlo off the back of a run to his second ATP Masters 1000 final in Miami. He begins his first clay-court tournament of 2023 against Diego Schwartzman or David Goffin.

What’s the first thing that comes to your mind regarding the clay-court season?

Perhaps it is the picturesque Monte-Carlo Country Club or Rafael Nadal’s hold of 14 Roland Garros trophies.

But to Dominic Thiem, this time of year brings feelings of his ‘first love’. For Lorenzo Musetti, it’s dirty socks.

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The 21-year-old Italian was among those featured in the latest ATP Uncovered, where players gave their predictions for the 2023 clay-court swing.

Daniel Evans moved closer to capturing his first title of the season on Friday in Marrakech.

The Briton defeated Italian qualifier Andrea Vavassori 6-3 7-5 to reach the semi-finals of the Grand Prix Hassan II. The second seed will next play fourth seed Tallon Griekspoor or Roberto Carballes Baena.

“I played a bit better today than yesterday and that’s important,” Evans said in his on-court interview. “It’s pleasing as well to get another win. He’s been playing very well. He’d come through qualifying. He has a very, very good game for every surface, but very different for this surface.

“So it was a difficult match and I had to focus really hard and I’m happy I played very well and won.”

Evans arrived in Morocco searching for form, having lost six consecutive matches. But the 32-year-old is now two wins from claiming his second ATP Tour trophy.

The dominant run of third seeds Gonzalo Escobar and Fabien Reboul continued on Thursday at the Millennium Estoril Open. The Ecuadorian/French pair defeated Joao Sousa and Dominic Thiem 6-3, 6-2 to advance to the semi-finals with the loss of just eight games in two matches.

In their opening match on Wednesday, Escobar/Reboul cruised past Marco Cecchinato and Quentin Halys 6-0, 6-3. After a day off, they will seek to continue their run on Saturday against Serbians Nikola Cacic and Miomir Kecmanovic. Cacic/Kecmanovic also advanced on Thursday with a 4-6, 7-6(5), 10-4 win against Diego Hidalgo and Cristian Rodriguez, while fourth seeds Sander Gille and Joran Vliegen progressed to the semis via walkover.

The fourth doubles quarter-final spot will be claimed on Friday, when home favourites Nuno Borges and Francisco Cabral meet Robin Haase and Philipp Oswald.

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Match Tie-Breaks In Marrakech
Two of the three Thursday doubles matches at the Grand Prix Hassan II in Marrakech were decided by Match Tie-breaks. Third-seeded Austrians Alexander Erler and Lucas Miedler survived a scare against Czechs Roman Jebavy and Adam Pavlasek, coming from behind to advance 4-6, 6-1, 13-11.

After Wednesday came and went without the completion of a full match at the Fayez Sarofim & Co. U.S. Men's Clay Court Championship, rain continued to wreak havoc on the Houston schedule on Thursday. At 6:10 p.m. local time, tournament organizsers cancelled the day's play, once again without a match being played to completion.

Play was twice interrupted on Thursday, with Gijs Brouwer leading fourth seed John Isner 6-4, 5-6 before play was suspended for the second time at 3:41 p.m. on the stadium court. Fifth seed J.J. Wolf and Denis Kudla were knotted at 4-4 on Court 3 when play was stopped.

All eight second-round matches were on the Thursday schedule in Houston, as well as the conclusion of the opening-round match between Max Purcell and Daniel Altmaier, which Purcell led 6-4, 3-6, 4-3 when Wednesday's play was suspended.

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Daniel Evans snapped a six-match losing streak on Thursday when he overcame Australian Alexei Popyrin 6-1, 6-3 to reach the quarter-finals of the Grand Prix Hassan II.

Making his second appearance at the ATP 250 clay-court event in Marrakech, Evans dictated the baseline exchanges in the heavy conditions. He found great depth on his groundstrokes and saved both break points he faced to advance after 76 minutes.

“It was a tough match. I played well,” Evans said. “I haven’t won for a few tournaments, so it was important to win again. I enjoyed the match and it was good fun. I really like Marrakech, that is why I came back.”

The second seed Evans now leads Popyrin 3-0 in their ATP Head2Head series and will next face Andrea Vavassori or Jaume Munar.

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Dominic Thiem produced his best performance of the season on Thursday at the Millennium Estoril Open where he cruised past #NextGenATP American Ben Shelton 6-2, 6-2 to reach his first quarter-final of the year.

The Austrian earned a confidence-boosting victory against countryman Sebastian Ofner in the first round and backed that up with a dominant display against Shelton. He crushed the ball off both wings to overpower the American, earning consecutive tour-level wins for the first time since he advanced to the semi-finals in Antwerp in October.

"The higher the ball bounces the better for me. Today was great with the warm weather," Thiem said in his on-court interview following his 63-minute win. "Not windy. The courts are pretty fast and dry and take the spin very well. It suites my game pretty good and I am excited to play the quarter-finals tomorrow.

"I am playing better and better. Just the results in the first part of the season were not there. This part of the season I love it. The European clay-court season."

The former World No. 3 will aim to continue his run when he takes on fourth seed Roberto Bautista Agut or Quentin Halys in the last eight. Thiem is up eight spots to No. 103 in the Pepperstone ATP Live Rankings and will crack the Top 100 again if he reaches the semi-finals in Estoril.

Carlos Alcaraz returned to the ATP Challenger Tour on Wednesday, not as a competitor, but a spectator.

The Spaniard grew up close from the host site of this week’s Murcia Challenger. After a strong ‘Sunshine Double’ in the United States, Alcaraz returned home and made an appearance at the Costa Calida Region de Murcia.

The eight-time tour-level titlist enjoyed second-round action at the Challenger 75 event and interacted with fans who were eager to meet their home favourite.

The 19-year-old Alcaraz found his professional tennis roots on the Challenger Tour before rising to the top echelons of the sport.

Defending champions and home favourites Nuno Borges and Francisco Cabral made a winning start at the Millennium Estoril Open on Wednesday. The only all-Portuguese pairing in the ATP 250 draw earned a 6-3, 7-6(3) victory against Romain Arneodo and Sam Weissborn, not facing a break point as they progessed to the quarter-finals.

Borges/Cabral will next meet Robin Haase and Philipp Oswald, who upset top seeds Hugo Nys and Andreas Mies 7-6(4), 6-1. The Dutch/Austrian team saved both points against them in the win.

Second seeds John Peers and Marcelo Melo were also knocked out on Wednesday, as Diego Hidalgo and Cristian Rodriguez scored an upset of their own with a 7-6(5), 6-7(7), 10-6 result.

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Cressy/Olivetti Advance In Marrakech
Just one doubles match was completed on a rainy Wednesday at the Grand Prix Hassan II. Before play was suspended for the day, fifth seeds Maxime Cressy and Albano Olivetti defeated Petros Tsitsipas and Hendrix Jebens 6-3, 7-6(5) to advance to the quarter-finals.

Wednesday's play at the Fayez Sarofim & Co. U.S. Men's Clay Court Championship was cut short due to rain, with only one set completed on the red clay of Houston.

In the day's only action at the ATP 250, Max Purcell won a 6-4 set against Daniel Altmaier in the last match of the opening round. Top seed Frances Tiafoe was set to open his campaign with a second-round match against Steve Johnson, while fourth seed John Isner was scheduled to face Gijs Brouwer.

With Wednesday's rainout, all eight second-round matches are now on the Thursday slate, with the winner of the Purcell vs. Altmaier match set for double duty with a second match against eighth seed Tomas Martin Etcheverry.

In addition to Isner and Tiafoe, second seed Tommy Paul will also begin his tournament on Thursday against qualifier Yannick Hanfmann. Six singles matches are on tap for the Houston stadium court.

View Thursday's Schedule

Is this the week Casper Ruud finds his form?

The Norwegian made a good start at the Millennium Estoril Open on Wednesday when he rallied past Portugal’s Joao Sousa 4-6, 6-2, 6-2 to reach the quarter-finals at the ATP 250 clay-court event.

"I am just happy to get the win today," Ruud said in his on-court interview. "It was not looking good after the first set, but I managed to step up and play better and better and I think that is a good sign going into the next match."

Ruud, who is making his debut in Estoril, entered the match holding a 5-6 record on the season after losing in the third round in Indian Wells and Miami. The top seed ensured he would not suffer another early exit against Sousa, though, raising his intensity and level as the two-hour, 15-minute match went on to improve to 4-0 in their ATP Head2Head series.

"Joao is such a nice guy," Ruud said. "I have mixed feelings, winning against him here in Estoril. I know he is a home-crowd favourite. He is a great example of a great fighter. He really has had an influence on this tournament and the fans here."

In a clash spanning two days due to rain, Benjamin Bonzi booked his spot in the second round at the Grand Prix Hassan II Wednesday when he defeated lucky loser Alexey Vatutin 6-3, 6-3 in Marrakech.

Competing for the first time since his semi-final run in Marseille in February, the seventh-seeded Frenchman broke Vatutin five times to earn his 11th tour-level win of the season after 83 minutes.

"It was pretty tough to stop yesterday after the first set. After one night everything is different. It has been a long wait today with the courts. The key today was to focus and be ready to start the second set well," Bonzi said. "I managed to do it and it is a good win for me after a few weeks off."

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The World 50 Bonzi, who reached the final in Pune in January, will next play Pavel Kotov. Bonzi’s match against Vatutin was the only singles clash played on Wednesday at the ATP 250 clay-court event due to rain.

“It is funny to think about when you say it.”

Until Monday, Ben Shelton was in the remarkable position of being a Top 40 player in the Pepperstone ATP Rankings who had never competed on red clay. Having made his bow on the surface at this week’s Millennium Estoril Open, the early signs for the #NextGenATP American have been good.

After gaining his first taste of competitive red-clay action on Monday in a doubles defeat alongside his former University of Florida Gators teammate Duarte Vale, Shelton returned on Tuesday to down Constant Lestienne in straight sets at the ATP 250 and make a winning start to his singles career on the red dirt.

“For sure, I was a bit nervous today,” Shelton told ATPTour.com after his 7-5, 7-5 win against the Frenchman. “Maybe more so than my last few matches or tournaments just because I wasn’t sure how things were going to go. It was a good nervous, it helped me focus and lock in. I always enjoy playing matches when I have a little bit of nerves.”

The American played on green clay occasionally growing up and competed at two ITF World Tennis Tour tournaments on that surface in 2021. That is the extent of his clay-court history, however, and he notes that certain differences between the red and green varieties still make his Estoril odyssey a fundamentally new experience.

The first quarter of the 2023 ATP Tour season marked breakthrough runs, career-best wins and titles on the ATP Challenger Tour for many #NextGenATP stars.

American Ben Shelton advanced to the quarter-finals at the Australian Open, while Frenchman Arthur Fils reached tour-level semi-finals in Montpellier and Marseille, respectively. Swiss lefty Dominic Stricker and Frenchmen Luca Van Assche and Arthur Cazaux have tasted success, lifting trophies at ATP Challenger Tour events.

ATPTour.com looks at some of the most notable #NextGenATP accomplishments of the year so far.

View Latest Next Gen Race Standings

Shelton’s Stunning Start
American Shelton has enjoyed a standout start to the season, rising from No. 96 in the Pepperstone ATP Rankings to a current career-high No. 39 following a series of impressive results.