He's way too lucky....

[Ares]

http://www.jaunted.com/story/2009/5/6/81350/71322/travel/Hamilton+Island+Gets+a+Brit+for+%27Best+Job+in+the+World%27

X_X

This guy gets to take care of this place for six months, and earns $110,000 to do so. I'm so jealous...

 

[Jaqen H'ghar]

From what I can tell about the contests he wasn't lucky, he won each one with whatever skill he happened to have.

 

[Sovereign]

The girl from Taipei should have won.