I think Tiger has a good shot as any to win the masters over the next 3-5 years. So i doubt this will be his best shot.
As for Rory and Tiger wins, Rory cares about majors, he said so. Though it wants to win every tourniment he is in, i think he would take 10 majors and only a handful of other wins, over 2-3 majors and 30+ other wins. I think Rory is going to have a great career, but i doubt anyone will have a run like Tiger. The one reason, Tiger was the first of his kind, and he hit the tour running. So he really caught everyone by suprise. Now that isn't going to happen, all these players are more athletic and better comming into the tour. So its hard to gauge. I mean if Rory wins half as many times as tiger did during his first 5 years, i think Rory probably has done something just as impressive, just because i think the quality of players now are better than when Tiger came out. These players are not intimidated by talent. Its like saying, well Boise State keeps winning all there games, yea they hade a good 5 year stretch, but who did they play. Same with Tiger, who was he playing againts, guys who were not like him, who were not into working out like he does, who didn't have the power like he does. Now there are many more people who hit it farther than him. Who are not intimidated by the presense of someone like tiger. Honestly its like Rory is playing in the SEC while tiger played in the WAC conference.