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?

For an extra income, John decided to work at a Hotel for one hour daily. The manager offers him that they will pay him $11 after every 11 days.
However, John offered a different proposition to the manager. The offers stand as:
He will be paid just a penny on his first day.
Two pence will be paid on the second day,
Four pence will be paid on the third day.
And so on till the 11th day.

Should the Hotel manager accept his offer?

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.

In a school, there are four subjects. Seventy percent of students study English, seventy five percent of students study Science, eighty five percent of students study Mathematics and eighty percent of students study Spanish.

Can you calculate the percentage of students that study all four subjects?

Find the combined weight of the Cat, Dog and Rabbit in the given picture.

A worker is to perform work for you for seven straight days. In return for his work, you will pay him 1/7th of a bar of gold per day. The worker requires a daily payment of 1/7th of the bar of gold. What and where are the fewest number of cuts to the bar of gold that will allow you to pay him 1/7th each day?

Can you decipher these quotes by Albert Einstein?
Blf xzm mvevi hloev z kilyovn lm gsv ovevo lm dsrxs rg dzh xivzgvw.

Make eight squares by moving only two matchsticks.
Note- Square can be of different sizes.

There are 2 sand hourglasses.

The small one can measure 5 hours and the large one can measure 7 hours.

How can we measure 16 hours with 2 sand hourglasses running together ?