When 99 is considered higher than 100?

Two friends Smith and Andrew were talking about the bravery of their families. Smith told great stories about his courageous grandfather who fought for Britain in "World War I". Andrew told that his grandfather was so brave that in 1919 just after the war he was honoured with a bravery medal with the words "For our Courageous Soldiers In World War I" embedded into it. Smith knows that his friend is lying. How?

On a charity event in Russia, Murray beat Djokovic by winning six games and losing three games.
Note: There is a total of 5 service breaks(one who serve lost the game).
Who served first, Djokovic or Murray?

What makes this number unique: 8,549,176,320?

In the figure that has been attached to this question, each digit represents a digit. The similar letters carry the same integer value. Can you expose the original digits?

our enemy challenges you to play Russian Roulette with a 6-cylinder pistol (meaning it has room for 6 bullets). He puts 2 bullets into the gun in consecutive slots, and leaves the next four slots blank. He spins the barrel and hands you the gun. You point the gun at yourself and pull the trigger. It doesn't go off. Your enemy tells you that you need to pull the trigger one more time, and that you can choose to either spin the barrel at random, or not, before pulling the trigger again. Spinning the barrel will position the barrel in a random position.

Assuming you'd like to live, should you spin the barrel or not before pulling the trigger again?

You are trapped into a death trap by the famous jigsaw killer. As usual, a screen flashes in front of you and explains you the trap game. There are 100 pearls kept in a bowl in front of you and an empty bowl. Among the 100 pearls, 50 are white and 50 are black. You can divide them as you like into the two bowls. Once you are done, you will pull a lever, which will turn the room pitch black. The bowls will move and shuffle around. In the dark, you have to pick up one pearl from any bowl. Once you do that, the room will flood with lights again. If the peral you have in your hand is white, you will be allowed to live, but if the pearl you picked is black, the room will be filled with poisonous gas and you will die. How will divide the pearls to increase your chances of survival?

The captain of a ship was telling this interesting story: "We travelled the sea far and wide. At one time, two of my sailors were standing on opposite sides of the ship. One was looking west and the other one east. And at the same time, they could see each other clearly." How can that be possible?

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?

Andrew’s doctor gives him three pills and tells him to take one every half hour. How much time will have passed by the time Andrew’s taken all three pills?