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.

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.

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'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."
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.
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.
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'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."
Milos Raonic