his first nine events. He barely missed qualifying into the 2006 Masters Tournament in his rookie year, being just a single position on the PGA Tour money list (11th) under the requirement. He made his first Masters appearance in 2007 by finishing in the top 40 of the PGA Tour money list for 2006. He qualified for the 2008 Masters through his play during the inaugural FedEx Cup playoff system, that included an opening round 63 (8 under par) at the Deutsche Bank Championship, and three straight top 10 finishes. He entered the FedEx Cup playoffs in 52nd place and improved to 28th place through his play in the first three events, thus qualifying for the 30-man field at The Tour Championship in Atlanta, Georgia, where he finished in the top 10 for the third straight week and finished 24th on the FedEx Cup points list. Villegas won his second professional event at the Coca-Cola Tokai Classic on the Japan Golf Tour in September 2007. By doing so, he earned ¥24,000,000 (approximately US$208,272). He shot a score of 282 (−2) and defeated Toyokazu Fujishima in a playoff by draining a 20-foot putt on the winning hole. Villegas won his third professional event at the TELUS Skins Game in June 2008 where he defeated a field that included Greg Norman, Colin Montgomerie, Mike Weir and "Mr. Skins", Fred Couples. Villegas took six skins for $130,000 with a short birdie putt on the 14th hole, and then won an additional four skins for $100,000 in a playoff, which was decided with a closest-to-the-pin shootout from 130 yards out on the 18th hole. Villegas recorded a record-breaking second round in the 2008 Open Championship. He shot 65, which was the lowest score for any Open Championship second round at Royal Birkdale. He started off with two bogeys but ended with five consecutive birdies which put him at 5 under for his round. Villegas won his first PGA Tour title in September 2008, winning the BMW Championship by two shots over Dudley Hart. For the last 44 holes of the tournament, Villegas did not three putt, one-putting 27 of those last 44 holes. This victory took him to a career high of 18th in the Official World Golf Rankings. Villegas followed his BMW Championship win with a victory in The Tour Championship. He defeated Sergio García in a playoff, having trailed by five shots