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Oliver Wood was a Quidditch player from very young age. At 2, you could find him zooming around his home, breaking things as he threw and caught them all around his house. No one would claim he was the most talented player (he never really was) , but he was decent and incredibly focused and determined.

He always wanted to be remembered for Quidditch, as it was the largest part of his life. He thought the Quidditch cup would be a perfect opportunity to show that he had succeeded as a captain and player.

When Oliver met Harry, he was just a way to accomplish that goal. He never saw him as "The Boy Who Lived", "The Chosen One", or anything else. He was his star seeker, and that was enough for Oliver. When the Philosopher's Stone deterred Harry from playing in the final game, Oliver realized that his player wasn't quite was he was used to.

Oliver's desire did come true when he won the house cup the next year, his team strong behind him. Harry helped him get to his goal, as he did for many others throughout the years.