When 99 is considered higher than 100?

A landlord calls both of his sons and tells them that their horses will now decide who will transfer the inheritance. He tells them to race along the land till the end and the one whose horse will be slower will win and be the heir to all the property.

Both of them keep wandering for days but to no result. Then they ask a wise man regarding it. The man advises them on the matter after which they jump on the horses and race as fast as they can till the end. Why did they do it?

What did the wise man say?

A man is trapped in a room. The room has only two possible exits doors. Through the first door there is a room constructed from magnifying glass. The blazing hot sun instantly fries anything or anyone that enters. Through the second door there is a fire-breathing dragon. How does the man escape?

Is the statement valid that it does not matter how much older a sibling is, eventually the younger one will be half as old as the older one?

People are waiting in line to board a 100-seat aeroplane. Steve is the first person in the line. He gets on the plane but suddenly can't remember what his seat number is, so he picks a seat at random. After that, each person who gets on the plane sits in their assigned seat if it's available, otherwise, they will choose an open seat at random to sit in. The flight is full and you are last in line. What is the probability that you get to sit in your assigned seat?

In a contest, four fruits (an apple, a banana, an orange, and a pear) have been placed in four closed boxes (one fruit per box). People may guess which fruit is in which box. 123 people participate in the contest. When the boxes are opened, it turns out that 43 people have guessed none of the fruits correctly, 39 people have guessed one fruit correctly, and 31 people have guessed two fruits correctly.
How many people have guessed three fruits correctly, and how many people have guessed four fruits correctly

Three people check into a hotel. They pay $60 for the rent of the room. After they check-in, the manager realize that the rent for the room is $55. So, he gives $5 to the bellboy and asks him to give it to them. The bellboy thinks that it will be difficult for the three people to share $5 among them and seeking the personal benefit, he pockets $2 and gives the remaining $3 to them.

Now, each person paid $20 and got back $1. In this manner, each of them paid just $19 which totals to the amount of $57. The bellboy has $2 with him and adding them, we get $59. So where is the remaining $1?

In order to complete the racing competition, the Mexico racetrack has to submit its top and the most famous three horses to win the competition. Due to an electrical storm, all the records are cleared and no one knows which horse holds the record. They all look identical and it becomes even more difficult to differentiate the horses. There are 25 horses in the Mexico racetrack. But there can be only five horses at a time on the track. What will the least number of races that can be conducted to find out the three fastest horses?

A woman lives in a skyscraper thirty-six floors high and is served by several elevators which stop at each floor going up and down. Each morning she leaves her apartment and goes to one of the elevators. Whichever one she takes is three times more likely to be going up than down. Why?

Aaron, Brad, Christopher, Danny and Elvis decided to play a game of tiddlywinks. In this game they decided that one win will get 1 point for winning, 0 for losing and 1/2 in case of a tie.

They finished the game in alphabetical order and it was found that the scores were different for each person.

Based on the following two statements, can you find out the result of the individual games?
Brad: No one could finish like me, without a loss.
Elvis: No one played worse than me, I finished without a single win.