Milos Raonic

Raonic started his 2020 at Qatar open in Doha where he was seeded 4th. However, only in his first match he lost to Corentin Moutet in straight sets. Raonic then participated in 2020 Australian Open where he defeated Stefanos Tsitsipas and Marin Cilic before losing to Novak Djokovic at quarter-final stage in straight sets. In February 2020, Raonic participated in New York Open where he was seeded second, but he lost to Soonwoo Kwon in his first match at the tournament. Days later, he took part in Delray Beach Open and defeated Denis Istomin, Cedrik-Marcel Stebe before losing his semi-final match to Reilly Opelka.

In the spring, Raonic played his first three matches against No. 3 Federer on three different surfaces: hard court in the third round of the Indian Wells Masters; clay in the second round at the Madrid Open; and grass in the quarterfinals at the Halle Open. On each occasion, Raonic won the first set before losing the next two. After the Halle Open match, Federer remarked: "I am happy to have beaten him now because by the end of my career, he’ll be serving at 300  km/h." He defeated No. 4 Murray in straight sets in the quarterfinals at the Barcelona Open. This marked his first victory over a member of the Big Four. In the semifinal, he lost to No. 6 Ferrer. Raonic lost to Juan Mónaco in the third round of the French Open, and followed this with a second round loss to Querrey at Wimbledon.

Raonic was seeded 16th at the 2019 Australian Open. He defeated Nick Kyrgios in the first round in straight sets and narrowly defeated 2014 champion Stan Wawrinka in four close tiebreak sets in the second round. In the third, he defeated Pierre-Hugues Herbert. In the fourth round, he faced fourth seed Alexander Zverev. He started the match dominantly, winning 12 of the first 14 games to take a two-set lead. Zverev played a competitive third set, but Raonic ultimately won in a tiebreak. In the quarterfinals, he lost to 28th seed Lucas Pouille in four sets. He announced his split with coach Goran Ivanišević, and will now be coached by French former ATP player Fabrice Santoro.

Returning from injury at the Miami Open in March, Raonic defeated Viktor Troicki in his opening round but had to withdraw from his next match against qualifier Jared Donaldson, again with the hamstring injury. In May, Raonic advanced to his second final of the season, losing to Marin Čilić in Istanbul. He lost in the fourth round of the French Open to Pablo Carreño Busta in a five-set marathon. At Wimbledon, he made it to the quarterfinals but was defeated by Roger Federer in straight sets. After his run at Wimbledon, he only played two more tournaments, losing in the quarterfinals in Washington, D.C. to Jack Sock and in the second round in Montreal to Adrian Mannarino. He then had to withdraw from various tournaments, including the US Open, due to injury. Raonic returned in October at the Japan Open but had to retire in his second round match against Yūichi Sugita again with an injury. Although he reached two finals in 2017, it was the first time since 2011 that he failed to win at least one title.

After ending his 2017 season early, Raonic dropped to No. 24. He began his season at the Brisbane International as the fourth seed. He lost in the second round to Alex de Minaur in straight sets. Raonic then went on to compete at the Australian Open where he lost in the opening round to Lukáš Lacko in four sets. This was Raonic's second time overall that he lost in the first round of a Grand Slam and the first time since the 2011 French Open. This also meant that he would fall out of the top 30 for the first time since February 2011.

His career highlights include a Grand Slam final at the 2016 Wimbledon Championships; two Grand Slam semifinals at the 2014 Wimbledon Championships and 2016 Australian Open; and three ATP World Tour Masters 1000 finals at the 2013 Canadian Open, 2014 Paris Masters, and 2016 Indian Wells Masters. Raonic first gained international acclaim by reaching the fourth round of the 2011 Australian Open as a qualifier, where he was said to be the future of pro tennis. Coupled with his first ATP World Tour title three weeks later, his world ranking rose from No. 152 to No. 37 in one month. He was awarded the 2011 ATP Newcomer of the Year. Raonic is the first player born in the 1990s to win an ATP World Tour title, to be ranked in the top 10, and to qualify for the ATP World Tour Finals. He has eight ATP World Tour titles.

Raonic's four favourite sports teams are FC Barcelona, the Toronto Blue Jays, the Toronto Maple Leafs, and the Toronto Raptors. He played in the 2016 NBA All-Star Celebrity Game held in Toronto.

In late November, Raonic parted ways with both Ljubičić, who had been his coach since June 2013, and Austin Nunn, who had been his media manager for nearly four years. Ljubičić was added to Federer's coaching team two weeks later. Raonic contacted former No. 1 tennis player Carlos Moyá about a coaching relationship, and they trained together and had discussions during the IPTL events. The relationship was subsequently formalized and on January 1, 2016, Raonic announced that Moyá would join his coaching team alongside Piatti. Raonic said that he chose Moyá for three reasons: "Carlos is very laid back and positive [... and] he communicates well."

With the transition to hard courts after Wimbledon, Raonic made the quarterfinals of the Canadian Open, losing to Monfils, before falling to Murray for the fifth time in 2016 in the Cincinnati Masters semifinal. Raonic was the fifth seed at the US Open, but lost in the second round to Ryan Harrison, partly due to debilitating cramps. In September, cramps were cited as the reason for Raonic to miss Canada's Davis Cup tie against Chile. Later that month, Raonic failed to defend his title at the St. Petersburg Open, falling in his opening match to Youzhny. Raonic withdrew from the China Open prior to his semifinal match due to an ankle injury sustained in the quarterfinal. With the result, Raonic qualified for the ATP World Tour Finals for the second time. Raonic suffered another injury, a quadriceps tear, during his quarterfinal match against Jo-Wilfried Tsonga at the Paris Masters and withdrew before his scheduled semifinal against Murray.

At the ATP World Tour Finals, Raonic lost to Djokovic, but beat Monfils and Thiem in round robin play to qualify for his first Tour Finals semifinal. He lost the semifinal match to Murray in 3 hours and 38 minutes, the longest match on the ATP Tour in 2016 and the longest match in World Tour Finals history. Raonic rose to a career-high No. 3, finishing the year behind only Murray and Djokovic. In December, he ended his coaching relationship with Moya, and added former Wimbledon champion Richard Krajicek to his coaching staff alongside Piatti for the 2017 season.

Raonic decided not to play in the 2016 Summer Olympics, citing health concerns and the Zika virus.

Raonic began 2015 by reaching the final at the Brisbane International after defeating No. 5 Nishikori in three sets, all decided in tiebreaks. He lost to No. 2 Federer in three sets, with Federer recording his 1,000th match win on the professional tour. Later in the month, he reached the quarterfinals of the Australian Open after beating No. 12 Feliciano López. He lost to Djokovic in straight sets.

Raonic reached the final of the Brisbane International against No. 3 Federer in a rematch of their 2015 final. This time, Raonic upset Federer in straight sets, winning his eighth career title. Asked to talk about Raonic after the match, Federer observed: "[F]or a big guy he moves well ... He's improved his fitness the last few years. Also, tactically, I think he's better now than he's ever been. He's made a conscious effort of playing close to the baseline, which before when he was working with the Spanish coaches he was way back."

Kei Nishikori is often cited as Raonic's primary rival. The two have very different strengths; according to The Globe and Mail, Raonic uses his "size and his serve", while Nishikori uses his "savvy and speed." Both are the first from their respective countries to achieve a top  10 ranking, and both have a career-high ranking inside the top  4. In May 2015, they were the two youngest players in the top  10. Nishikori holds a 5–2 advantage in seven close matches, including two wins in the Japan Open final (2012, 2014). Of the twenty-five sets they have played, ten have required a tiebreak. Only one of their matches has been a straight sets victory. Five matches have required the maximum number of sets. One of these was a marathon US Open five-set match that equalled the record for latest finish ever at 2:26 a.m.

Raonic and Curtis worked together "twice a day, almost every day, for the next nine years." Provided that he complete his courses, Raonic was allowed to reduce his hours of attendance at Thornhill Elementary School so that he could practise more, which he did both before and after school. His parents and siblings supported his tennis, taking turns driving him to practice and tournaments, but did not push him to it or interfere with coaching. Rather, they emphasized school throughout, insisting that he maintain academic excellence as a prerequisite to playing tennis. He attended Thornhill Secondary School, and accelerated his course load—achieving an 82 percent average—so that he could graduate a year early. Late in 2007, at the age of 16, Raonic moved to Montreal as one of the first group of players at Tennis Canada's new National Tennis Centre, thus marking the end of his formal relationship with Curtis.

Raonic opened 2014 by reaching the third round of the Australian Open, losing to Grigor Dimitrov. He sustained an ankle injury that kept him out of action for six weeks.

In his next tournament, Raonic reached his first final of the year at the Washington Open, facing Pospisil in the first all-Canadian final in ATP history. Raonic won the title in straight sets. It was his first ATP 500 title, after finishing as runner-up in four previous ATP 500 tournaments. After reaching the quarterfinals at the Canadian Open and the semifinals at the Cincinnati Masters, he claimed the men's 2014 US Open Series.

In September, at the St. Petersburg Open, Raonic won his seventh singles title—and first in Europe—with a three-set victory over Sousa. His serve was broken just once in the entire tournament. After early losses at the China Open and Shanghai Masters, Raonic ended his ATP season by withdrawing from three consecutive tournaments, citing injury. On November 2, he fell outside the top  10, dropping to No. 14. After six weeks off, Raonic joined the Philippine Mavericks of the exhibition International Premier Tennis League (IPTL) in December. After four matches, he withdrew due to back spasms.

In the fourth round of the Australian Open, he upset No. 4 Wawrinka in five sets, beating the 2014 champion for the first time in five meetings. He then beat Monfils in the quarterfinals to advance to the semifinals of the Australian Open for the first time in his career. He became the first Canadian man to reach the Australian Open semifinals. In the semifinals, he lost to No. 2 Murray in five sets, sustaining an adductor injury while leading two sets to one. After the match, he reflected that the loss was "probably the most heartbroken [he has] felt on court."

In 2014, Raonic partnered with Bouchard to represent Canada in the Hopman Cup. Raonic won two of three singles matches, and paired with Bouchard to win two of three doubles matches. Canada finished in second place in their pool—behind top-seeded Poland—and were eliminated.

When he was twenty, the National Post described Raonic as a "hothead whose on-court demeanour was holding him back." As he grew older, commentators came to see him as "stoic", "robotic", and "emotionless", with The Daily Telegraph referring to him as "an analytical character who questions everything he does in practice". In 2014, Raonic explained: "I'm the son of two engineers, so everything is a numbers and calculation game." In 2016, he added: "I am very systematic in how [I] need to go about things to bring out the best tennis for myself, and maybe that comes off as mechanical and robotic and those kind of things, but I don't know if I'd ever change that because I feel that's the way I get the best out of myself when it comes to my tennis."

Aspects of Raonic's game which have been criticized include his return of serve, quickness and mobility, backhand, short game, and the use of backspin or sidespin. His above-average height—196  cm (6  ft 5  in)—is linked to his strong serve, but is said to limit his movement around the court.

Since March 2014, Raonic has donned a sleeve on his right arm while playing. At first, he wore a fisherman's sleeve to cover a rash he had due to an allergic reaction to massage cream. This was replaced with an athletic compression sleeve, often colour-coordinated with his on-court apparel. The sleeve is worn for comfort, and wearing it became a habit for Raonic. The sleeve has become a distinctive part of Raonic's image, and has spawned a Twitter account. The motto "Believe in the Sleeve" has become synonymous with Raonic in the media and among Raonic's fans. Serena Williams described the sleeve as "super cool and different."

Raonic's most frequent opponent, either inside or outside the Big Four, is Federer (14 matches). His first victory over Federer in the 2014 Paris Masters quarterfinal was hailed as "a career-defining win." His second victory over Federer—at the 2016 Brisbane International—was his first in a final against the Big Four. A third victory over Federer—in the 2016 Wimbledon semifinal—marked Raonic's first victory at a Grand Slam tournament against the Big Four. Raonic referred to his match against Murray at the 2016 ATP World Tour Finals as "the best match [he's] ever competed in."

Pospisil is more of a contemporary rather than a rival of Raonic. Owing to their similarity in age—Pospisil is six months older—and the fact that both are successful products of Tennis Canada's development programs, they have been linked as the leaders of a new generation of Canadian tennis players. They partnered in doubles frequently early in their careers, winning doubles titles together in junior and ATP Challenger events. Between 2011 and 2015, Raonic and Pospisil have been the two top-ranked Canadian men in year-end rankings. As well as four ATP Challenger and Futures matches, they have played each other in two ATP World Tour matches: Raonic beat Pospisil in the first all-Canadian semifinal at an ATP 1000 tournament, and in the first all-Canadian final in ATP history. They are frequent Davis Cup teammates, and they planned to play doubles together at the 2016 Rio Olympics until Raonic withdrew.

Over five years, Raonic compiled a 53–30 win–loss record in singles, and a 56–24 record in doubles on the ITF Junior Circuit. Except for reaching the semifinals at the 2008 French Open in doubles, Raonic did not advance past the second round of junior Grand Slam events. His career-high combined junior ranking, which considers both singles and doubles results, was No. 35.

In all four 2013 Grand Slam tournaments, Raonic matched his previous best result. He reached the fourth round of the Australian Open, falling to No. 2 Federer. At the French Open, he lost in the third round to Kevin Anderson. At Wimbledon, he lost in the second round to Igor Sijsling. At the US Open, he fell to No. 9 Richard Gasquet in the fourth round, despite a career-high 39 aces.

Raonic again achieved success at ATP 250 and ATP 500 events. In February, Raonic earned his third consecutive title at the Pacific Coast Championships, defeating Tommy Haas in the final. Over three years, he achieved a perfect 12–0 match record, and did not drop a single set. He is the only man in the Open Era to win three consecutive singles titles at this event. In September, he won the Thailand Open tournament, defeating No. 9 Gasquet in the semifinals and No. 6 Berdych in the final. The titles were Raonic's fourth and fifth, both coming in ATP 250 events like previous titles. In October, Raonic reached the Japan Open final for the second consecutive year, but lost a close match to No. 7 Juan Martin del Potro. It marked his fourth consecutive loss in the final of an ATP 500 event.

In 2013, Raonic again led the ATP in points won on first serve (82%) and in service games won (91%). He had 45 match victories for the second consecutive year. His coaching team underwent significant changes in 2013. In May, Raonic split with his coach of two and half years, Blanco. Less than a month later, Raonic hired former No. 3 tennis player Ivan Ljubičić as his coach. In December, he hired Riccardo Piatti as a co-coach with Ljubičić.

In April, Raonic opened the Monte-Carlo Masters with a victory over João Sousa. Just one game into his second-round match against Tommy Robredo, Raonic called for a medical timeout due to a right foot injury. Although he went on to win the match, Raonic's manager indicated that Raonic had made a pre-existing injury worse by playing. In his quarterfinal match against Berdych, he complained of numbness in his right foot during a medical timeout, and retired while trailing 2–5 in the opening set. It was diagnosed as a pinched nerve, and Raonic was expected to be healthy for the Madrid Open.

In the 2013 Davis Cup World Group first round, Raonic won singles rubbers over Ramos-Viñolas and Guillermo García-López to lead Canada over top-seeded Spain. He repeated this feat with victories over Fabio Fognini and Seppi to help Canada defeat Italy in the quarterfinals, sending Canada into the Davis Cup semifinals for the first time since 1913. In the semifinal against Serbia, Raonic won his singles match over Tipsarević, but lost to No. 1 Djokovic as Canada was eliminated. The defeat marked Raonic's first singles match against Djokovic.

Raonic endorses the Wilson BLX Blade 98 18x20 tennis racket, and uses LUXILON M2 Pro 1.25 16L strings. In January 2013, Raonic became the first tennis player to endorse New Balance clothing and shoes, in a deal reported to be worth "US$1 million annually over a five-year term." Roughly two and a half years later, this deal was extended "for the length of [Raonic's] career and beyond," and stipulates that New Balance will increase its support of the Milos Raonic Foundation. The lifelong nature of this contract was described by Tennis Canada as "unique."

Raonic holds a combined 8–36 record against the Big Four, including 0–9 against Djokovic, 2–7 against Nadal, 3–11 against Federer, and 3–9 against Murray.

Raonic began 2012 with titles in two of his first three tournaments, starting with his second ATP title at the Chennai Open in India. He had back-to-back wins over top  10 players at a tournament for the first time, beating Nicolás Almagro in the semifinals and Janko Tipsarević in the final. Raonic held serve during the entire tournament, becoming the first player to do so since Federer at the 2008 Halle Open. He lost in the third round of the Australian Open to Lleyton Hewitt. In February, Raonic defended his title at the Pacific Coast Championships, defeating Denis Istomin in the final for his third ATP title. The following week in Memphis, Raonic reached the final of the U.S. National Indoor Tennis Championships for the second straight year, but lost to Melzer.

In 2012, Raonic led the ATP in points won on 1st serve (82%) and in service games won (93%). He finished the year at a career high singles ranking of No. 13. His six victories over top  10 players in 2012, including two over Murray, marks a career-high.

Raonic represented Canada at the London 2012 Olympics and competed in the singles competition as an unseeded player. He won his first-round match over Japan's Tatsuma Ito in straight sets. In the second round, Raonic lost to French player Tsonga 3–6, 6–3, 23–25, breaking three Olympic tennis records. The match holds the records for the most games played in a best-of-three sets match (66 games) and the most games played in a single set (48 games) in Olympic history. At the time, it was the longest Olympic match by time played (3 hours 57 minutes), but this record was broken three days later in the semifinal match between Federer and del Potro (4 hours 26 minutes).

Raonic is often compared to Isner and Karlović. The trio possess statistically dominant serves, leading the ATP in service games won and in aces per match in the period between 2012 and 2018. They have played each other infrequently, however. Raonic is 1–1 against Karlović and 1–5 against Isner. Karlović holds a 3–2 head-to-head advantage over Isner.

Several celebrity fundraising events have been held in conjunction with the foundation. On November 15, 2012, the inaugural "Raonic Race for Kids" was held, with multiple teams competing in quick physical and intellectual challenges. Teams were led by celebrities, including Canadian Football Hall of Fame quarterback Damon Allen and tennis players Eugenie Bouchard and Daniel Nestor. The next night, a second "Face Off" event featured exhibition matches between Raonic and Andy Roddick, and between Serena Williams and Agnieszka Radwańska. In November 2013, the second "Raonic Race for Kids" featured Davis Cup captain Martin Laurendeau, musician Jim Cuddy, and broadcaster George Stroumboulopoulos. The third "Raonic Race for Kids" in November 2014 featured Tennis Canada CEO Kelly Murumets, soccer player Dwayne De Rosario, and figure-skating champions Patrick Chan, Tessa Virtue, and Scott Moir.

He worked for Rogers Sportsnet as an analyst while recovering from injury for their broadcast of the 2011 Canadian Open. In November 2011, Raonic won an exhibition match against his childhood idol, Pete Sampras, which was dubbed "The Face Off." In 2012, he took up residence in Monte Carlo, Monaco in a 50  metre (538  sq  ft) apartment, located minutes away from the Monte Carlo Country Club—his "home" tennis club and the site of the Monte-Carlo Masters tournament—and Stade Louis II, which he uses for off-court training. Raonic was in a relationship with Canadian model Danielle Knudson.

The first two months of 2011 represented a significant breakthrough for Raonic, as he rose from No. 156 at the beginning of January to No. 37 by the end of February. In doing so, he became the highest-ranked Canadian male ever. He began this climb by qualifying for the Australian Open main draw. His first round victory over Björn Phau marked his first victory in a main draw Grand Slam match. In the second round, he defeated No. 22 seed Llodra, becoming the first Canadian man in 10 years to reach the third round of a Grand Slam singles tournament. With his career-first victory over a top  10 player (Mikhail Youzhny) in the third round, he became the first qualifier to make the fourth round of a major since Marcelo Filippini at the 1999 French Open.

With his improved ranking (No. 37), Raonic earned direct entry to Grand Slam tournaments and other ATP World Tour events for the first time. He reached the third round at both the Indian Wells Masters and the Monte-Carlo Masters. In May, Raonic rose to a new career-high ranking of No. 25. He was seeded for the first time at a Grand Slam event at the French Open, but lost in the first round to Michael Berrer. At the Halle Open, Raonic reached his first ATP World Tour doubles final, partnered with Robin Haase. The pair lost to Rohan Bopanna and Aisam-ul-Haq Qureshi in the deciding super tiebreak. During his second round singles match at Wimbledon against Gilles Müller, Raonic retired with an early lead after injuring his right hip when he slipped and fell on the grass. He underwent hip surgery which prevented him from competing until September. His only significant result in the latter half of 2011 after returning from injury was a semifinal appearance at the Stockholm Open, where he lost to Gaël Monfils.

Three years prior, in 2011, Raonic had set a personal goal of reaching the year-end ATP Finals, where only the top eight players earned a spot. Heading into the last ATP 1000 event of 2014, the Paris Masters, Raonic trailed Ferrer for the eighth spot, and needed a deep run to surpass him. He beat Sock and Roberto Bautista Agut to set up a quarterfinals match against No. 2 Federer, who had beaten him in all six previous meetings. Needing a win to avoid being eliminated from contention for the ATP Finals, Raonic won in straight sets. His victory was hailed as "a career-defining win." In the post-match interview, Raonic was asked to rank this victory in his career. He replied: "Considering all the circumstances around it, I think this was the biggest win for me." He went on to beat No. 5 Berdych in the semifinals to earn a spot in the second ATP 1000 final of his career. He lost to Djokovic in the final, but secured his place in the 2014 ATP Finals. He is the first Canadian to reach the ATP Finals, and the first player born in the 1990s to do so. Anticlimactically, Raonic withdrew from the tournament due to a leg-muscle tear prior to his match against Nishikori, after losses to Federer and Murray.

In 2011, while recovering from a hip injury sustained at Wimbledon, Raonic decided to become involved with philanthropic work, focusing on helping disadvantaged children. The following year, in 2012, he launched the Milos Raonic Foundation, which aims to "support children from disadvantaged backgrounds in order to remove economic, physical and other barriers that might prevent them from becoming healthy, productive members of society. ... In the initial stages of its work, the foundation will focus, in particular, on children with physical disabilities." As of 2016, the foundation had awarded $120,000 in grants to the Holland Bloorview Kids Rehabilitation Hospital, and $30,000 to the Canadian Paralympic Committee. Raonic and his parents are the three directors of the foundation, which has partnered with ATP Aces for Charity.

A year later, at the 2010 Canadian Open, Raonic and Pospisil were given a doubles wildcard to the main draw, marking Raonic's first ever ATP World Tour doubles match. They won their first round match against Rafael Nadal and Novak Djokovic. It was first time that the world Nos. 1 and 2 had played together in a tour doubles match since Jimmy Connors and Arthur Ashe did so in 1976. In the second round, Raonic and Pospisil lost to reigning Wimbledon doubles champions Jürgen Melzer and Philipp Petzschner. After the match, Raonic said: "Our goal here is pretty much as ambassadors to Canada. The more players that we can get to come, the more people we can get going to take tennis lessons."

Less than a month later, Raonic gained entry into a Grand Slam tournament for the first time at the 2010 US Open. He qualified for the main draw, but lost in the first round to Carsten Ball. Raonic's first ATP main draw singles victory came in September 2010 at the Malaysian Open against No. 105 Igor Kunitsyn. He followed this with a second round victory over No. 31 Sergiy Stakhovsky. The following week, Raonic lost in the second round of the 2010 Japan Open to No. 1 Nadal. This marked his first singles match against a player ranked No. 1, and his first singles match against a member of the Big Four—a quartet of dominant tennis players including Nadal, Djokovic, Roger Federer, and Andy Murray.

Raonic embraced his role as Canada's top singles player, intent on growing the game in Canada. He stated in 2010: "I want to make a difference in Canada with [my career]. I feel if I were to achieve my goals it could make a great difference to the growth of tennis in Canada and help to produce more top players in the future." Before a Davis Cup tie with Japan in 2015, he said: "I'm here because I want to be here. I don't have anybody telling me I need to be here. I want to succeed at this event, and I want to succeed representing Canada."

From 2010 to 2016, Canada competed in 16 Davis Cup ties. Raonic represented Canada in 11 of those ties, missing five due to injury: Ecuador in 2011, Japan in 2014, Belgium in 2015, and France and Chile in 2016. Overall, Raonic has 16 match wins in 22 Davis Cup matches (14–5 in singles; 2–1 in doubles). He is one of the most successful players in Canadian Davis Cup history, tied for sixth in match wins overall and for third in singles match wins.

Raonic made his Davis Cup debut in Bogota against Colombia in 2010 at the age of 19. Raonic lost both of his singles matches (against Santiago Giraldo and Juan Sebastián Cabal), but won his doubles match partnered with Nestor, who was then the top ranked doubles player in the world. His first singles match victory came in Canada's next tie against the Dominican Republic, when he beat Víctor Estrella Burgos in five sets. This marked the first five set match of Raonic's career. Competing against Mexico in 2011, Raonic won three rubbers in a tie for the first time, beating both Manuel Sánchez and Daniel Garza in singles and partnering with Pospisil to win in doubles as well.

At the ATP World Tour level, Raonic gained entry into few tournaments, compiling a main draw record of three wins and five losses over nearly two and half years. In 2009, Raonic again received a wildcard for the qualifying tournament of the Canadian Open. This time, he beat No. 77 Teymuraz Gabashvili and No. 113 Michaël Llodra to qualify for the main draw of an ATP World Tour tournament for the first time. In the first round, he held a match point, but lost to No. 10 Fernando González in three sets. The matches against Gabashvili and González were the first singles matches for Raonic against a top  100 player and top  10 player, respectively.

By the summer of 2008, Raonic had received scholarship offers from several colleges, including the University of Michigan, Princeton, and Northwestern University, and committed to play for the University of Virginia that fall while studying finance. Just two weeks before school started, he consulted his parents about his plan to turn professional instead. Raonic and his parents agreed that he would take correspondence courses in finance from Athabasca University while starting a professional tennis career, setting a deadline of two years for reaching the top  100. During that summer, his world ranking ranged between No. 915 and No. 937. Raonic reached the top  100 in January 2011, around five months later than the target deadline. He thus turned down the scholarships and turned professional, agreeing to be represented by the sports agency SFX. University of Virginia men's tennis coach Brian Boland later commented that "I have only seen two guys turn down scholarships and then succeed quickly on the Tour: Sam Querrey and Milos Raonic."

After turning professional in September 2008 until the end of 2010, Raonic played both singles and doubles, primarily at ITF Futures and ATP Challenger tournaments. He won his first ITF Futures singles title in March 2009 in Montreal. He added three more singles titles and five doubles titles at the ITF Futures level in 2009 and 2010. He was less successful at the ATP Challenger level, tallying only one title. In his fourth tournament after turning professional, Raonic won the doubles title at the Men's Rimouski Challenger in November 2008, partnered with Pospisil.

Raonic's coaching relationship evolved during his early professional years. Since late 2007, Raonic had been working with Tennis Canada coaches—including Guillaume Marx, Head Boys National Coach—based out of the National Training Centre at Jarry Park in Montreal. In November 2009, with Raonic's world ranking at No. 377, Tennis Canada hired recently retired former player Frédéric Niemeyer to coach Raonic and travel with him for 18 weeks during the 2010 season. Toward the end of 2010, however, Niemeyer decided to travel less owing to "family considerations." As a result, Tennis Canada arranged for a two-week trial period with former No. 40 Galo Blanco in co-operation with Niemeyer, including tournaments in Malaysia and Japan in late September and early October. Over this period, Raonic climbed from No. 237 to No. 155. Tennis Canada hired Blanco, and Raonic moved to Barcelona to train with Blanco and trainer Tony Estalella. Commenting on the training regiment, Blanco said "the off-season Milos had this winter in Barcelona was amazing. We never saw anything like that before, working the way he worked for six weeks."

While an amateur, Raonic played in fourteen professional tournaments against adults in North America: ten ITF Futures events at the bottom tier of professional tennis; three ATP Challenger Tour events at the middle tier; and one ATP World Tour event at the top tier. He played his first professional circuit match in the qualifying draw of an ITF Futures tournament in Toronto in October 2005 at the age of 14; he won his first professional circuit main draw match at an ITF Futures tournament in Gatineau, Quebec, in March 2007 against Fabrice Martin. With the win, Raonic earned his first world ranking of No. 1518. He played his first professional circuit doubles match at the same tournament, partnered with Pospisil again. Raonic lost his first ATP Challenger Tour match in Granby, Quebec, in July 2007 against Gary Lugassy. Raonic won his first ITF Futures doubles title in Gatineau, Quebec in March 2008, and reached his first ITF Futures singles final two weeks later in Sherbrooke, Quebec. He received a wildcard to the qualifying tournament of the 2008 Canadian Open, but lost in the first round to Alexander Kudryavtsev. The match was his first in the ATP World Tour.

Raonic first competed at a junior event sanctioned by the International Tennis Federation (ITF) in October 2003 at the age of 12. Two years later, in October 2005, he picked up his first singles match victory at age 14. His first juniors titles in both singles and doubles came at the same Grade 4 tournament in October 2006. Later that year, he won the Prince Cup doubles title, partnering fellow Canadian Vasek Pospisil for the first time at an ITF event. Pospisil and Raonic partnered at four more junior tournaments, including the 2008 Wimbledon Championships and the 2008 French Open, reaching the semifinals in the latter. His most notable titles as a junior were in doubles, winning two Grade 1 events in 2008 partnered with Bradley Klahn.

At the US Open, Raonic was seeded fifth. He won his first three matches to face rival Nishikori in the fourth round. On the morning of September 2, Raonic and Nishikori tied the all-time latest finish for a match at the US Open, ending at 2:26 a.m. This tied previous matches between Mats Wilander and Mikael Pernfors in 1993, and between Isner and Philipp Kohlschreiber in 2012. The five set match lasted 4 hours and 19 minutes, with Raonic losing and Nishikori advancing to the quarterfinals. In October, Raonic reached the final of the Japan Open for the third consecutive year, but lost to Nishikori again.

Milos Raonic (/ˈ m iː l oʊ ʃ ˈ r aʊ n ɪ tʃ / ; born December 27, 1990) is a Canadian professional tennis player. He reached a career-high Association of Tennis Professionals (ATP) world No. 3 singles ranking on November 21, 2016. Raonic is one of the most successful Canadian singles male players in history. His career-high No. 3 ranking is the highest ever ranking for a Canadian man. He is the first Canadian male in the Open Era to reach the Australian Open semifinals, the French Open quarterfinals, and the Wimbledon final.

Raonic was born on December 27, 1990, in Titograd, SFR Yugoslavia (now Podgorica, Montenegro), and is of Serb heritage. Prompted by the political unrest in the Balkans, and seeking more professional opportunities, his family moved to Canada in 1994 when he was three, settling in Brampton, Ontario, a northwest suburb of Toronto. His parents are both engineers; his father, Dušan, holds a Ph.D. in electrical engineering, while his mother, Vesna, has degrees in mechanical and computer engineering, including a master's. He has two siblings, both significantly older: his sister, Jelena, has a master's degree in international trade and finance and is eleven years older, while his brother, Momir, has a degree in information technology and business and is nine years older. Raonic's uncle, Branimir Gvozdenović, is a politician in the Government of Montenegro, where he has served as Deputy Prime Minister. Raonic is fluent in Serbian and English.

Two weeks later, Raonic won his first ATP title at the Pacific Coast Championships, with victories over No. 45 Xavier Malisse, No. 170 James Blake, No. 74 Ričardas Berankis, and No. 9 Fernando Verdasco. With the victory, he became the first player born in the 1990s to win an ATP title, and the youngest winner since Marin Čilić won the 2008 Connecticut Open at age 19. Raonic's victory was the first ATP title by a Canadian since Greg Rusedski in 1995.

At Wimbledon, Raonic was again seeded eighth. He defeated Matthew Ebden, Jack Sock, Łukasz Kubot, Nishikori, and Kyrgios to reach his first major semifinal. He became the first Canadian men's singles player to reach the semifinals at a major since Robert Powell in 1908. In the quarterfinal victory against Kyrgios, Raonic tied a career-high with 39 aces. In the semifinals, Raonic lost to Federer in straight sets. After the match, Raonic reflected: "There's a lot of good things to take from it. ... But when you get here to this point, I think it's just human nature, the greed of human nature, that you want so much more. You feel it in front of you and you want to grab it." Despite the loss, Raonic saw his world ranking improve to a career-high No. 6.