When 99 is considered higher than 100?

A boy was at a carnival and went to a booth where a man said to the boy, "If I write your exact weight on this piece of paper then you have to give me $50, but if I cannot, I will pay you $50." The boy looked around and saw no scale so he agrees, thinking no matter what the carny writes he'll just say he weighs more or less. In the end the boy ended up paying the man $50. How did the man win the bet?

What can jump higher than a building?

Below is the sum of symbols in each row and column in the figure. Analyzing the figure, can you find out the value of the symbols?

In Greek mythology, the Sphinx sat outside of Thebes and asked this riddle of all travellers who passed by. If the traveller failed to solve the riddle, then the Sphinx killed him/her. And if the traveller answered the riddle correctly, then the Sphinx would destroy herself. The riddle:

What goes on four legs in the morning, on two legs at noon, and on three legs in the evening?

Oedipus solved the riddle, and the Sphinx destroyed herself.

A wooden log balances equally on the scales when weighed with three-quarters of a pound and three-quarters of a wooden log.

Can you calculate the weight of the entire wooden log?

I am under you when I am whole.
I shift above you if you remove the first letter.
I come all around you if you remove the second as well.

Can you tell me who I am?

The below mentioned letters have been placed in a order using a logic.

DEAD, BALL, FEAR, SHOP

Can you find the logic?

Today is a very icy and cold morning in Newcastle. Mr Shearer, an office bus driver arrived to pick up the employees from the last stop. Shearer suddenly remembers that he needs to pick a newly joined 4miles to the north. Mr Shearer lost his direction compass, a few minutes later Shearer is able to figure that he is moving in the correct direction i.e. north. How did Shearer know that he is moving in the correct direction?

John went to a parrot shop in Mexico, and the parrot owner told him that his parrot is so unique that he repeats everything he hears. John got excited and immediately bought the parrot. John went home and spoke many words, but the parrot does not repeat anything.
He went again to the parrot shop and complaint to the shopkeeper, but the shopkeeper never lied. Explain?