The questions are completely random, except there is always one Disney related question before the first plateau at 1,000 points. It is usually a very easy question.
During the first year of the show back in 2001, they would ask a Disney related, and even a WDW related question for the first 3 levels, but I think too many people were having trouble with them.
I wish! Give me 15 Disney related questions and I think the odds are good we'd be cruisin'!