When 99 is considered higher than 100?

In the picture that is attached with this question, you can find a square which comprises of four little squares inside it. Consider this square to be made with matchsticks. You have to remove two matchsticks such that only two squares remain instead of five.How will you do it ?

John can place six large boxes or nine small boxes into a carton.

Can you find out in how many cartons can he place sixty-six boxes in total?

A train leaves from point A for point B at 80 mph. After half an hour, another train leaves from point B for point A at 60 mph.

Which of the trains will be farther from point A when they meet ?

I look at you, you look at me, I raise my right, you raise your left. What am I?

What can jump higher than a building?

How far can you walk into the woods?

You need to climb ten stairs. At every stair, you can either take one step up or you can jump two steps up.

In how many different ways you can climb 10 stairs?

_ _ _ IE _ _
_ _ _ IE _
_ _ IE _ _
_ _ IE _
_ _ _ _ IE

Like you see, some letters have gone missing from these words that contain the IE pair at some or the other place. The letters that will be used to fill the blanks are given below. Use them and form meaningful words. Can you do that?

A, C, D, F, H, K, L, M, N, N, O, R, R, S, S, S, T, T, Y and Y.

You are playing a game with your friend Jack. There are digits from 1 to 9. You both will take turn erasing one digit and adding it to your score. The first one to score 15 points will win the game.

Would you want to play first or second?

PS: The sum should be exactly 15.