Not bad, but nothing special and he's the oldest one in that generation
Not bad? Nothing special? Where's the love???
In 2011 went from #152 to #37, currently at #29.
Raonic started 2011 playing qualifying matches for the Aircel Chennai Open where he lost in the qualifying round against Édouard Roger-Vasselin. Next, he successfully qualified for the 2011 Australian Open. He won his first round match against German Björn Phau in three sets, his first victory in a main draw Grand Slam match. In the second round he defeated No. 22 seed Michaël Llodra of France, again in three sets, becoming the first Canadian man in 10 years to reach the third round of a singles Grand Slam. He then knocked out the Russian World No. 10 Mikhail Youzhny in four sets to reach the fourth round, the first qualifier to make the 4th round of a Grand Slam since 1999. Playing his next match at the Hisense Arena, he fell to World No. 7 David Ferrer after he lost the last three sets, despite winning the first.
Despite the loss, Raonic received rave reviews for his performance at the Australian Open, such as when John McEnroe referred to Raonic as "the real deal" on Twitter, or the BBC's reference to Raonic as part of "a new generation". Martina Navratilova referred to Raonic as "a new star" saying that "the sky is the limit" for the young tennis player, and the Sydney Morning Herald referred to Raonic as a "future superstar".
Two weeks later, Raonic began play at the SAP Open tournament. After upsetting No. 4 seed Xavier Malisse in the first round in two sets, he then beat James Blake, again in two sets. After beating Richard Berankis in the quarterfinal match, 6–4, 7–6(2), he reached ATP tournament semifinals for the first time in his career. Raonic advanced to his first final of an ATP tournament when the No. 2 seed Gaël Monfilsdefaulted in the semifinals citing a wrist injury. In the final, Milos beat 1st seeded Fernando Verdasco 7–6(6), 7–6(5), winning his first ATP title, and became the first Canadian player to win an ATP singles tournament since Greg Rusedski in 1995 (before Rusedski started representing Great Britain).
Raonic received a wild card into the main singles draw of the following week's 2011 Regions Morgan Keegan Championships. Interestingly, he opened against Fernando Verdasco, the player he had just faced two days earlier, and prevailed again, this time in three sets. Milos next defeated Radek Štěpánek also in three sets, serving a career-high 38 aces in the process. After defeating qualifier Robert Kendrick in the quarter-finals, again losing the second set before prevailing, Raonic continued his unbeaten run, defeating No. 4 seed Mardy Fish in the semis, once again despite dropping the second set. He lost a closely contested final, however, to No. 1 seed and two-time Memphis champion Andy Roddick, 6-7(7), 7-6(11), 5-7, with Roddick making a diving forehand to win break point, on his fifth championship point for the match. Raonic's performance in this tournament elevated him to yet another career high ranking of World No. 37, making him the highest-ranked Canadian male singles player in ATP Rankings history. 
Raonic won both his singles Davis Cup rubbers against Mexico on clay as well as the doubles tie together with Vasek Pospisil to advance Canada to the second round.
He was given wild-card berth for the Indian Wells Masters 1000 tournament main draw, where he lost to Ryan Harrison in the third round after the wins over Marsel İlhan and Mardy Fish in the first and second round, respectively. He also received wild-card entry into the Sony Ericsson Open Masters 1000 tournament.
Let's see if he can continue to improve this year and crack the top 20.
Keep in mind that developing a game in which you move into the forecourt takes longer than playing from the baseline.