Spot what is wrong here in below Picture?

On a certain day, John celebrated his birthday. Two days later, his older twin brother Jacob celebrated his birthday.

Is this even possible? How can it be?

The doctor prescribed you to take one pill from the bottle every half an hour. The bottle is now left with only three pills.

How long do you think you have before you run out of pills?

Okay before we begin with the puzzle, do keep in mind that you have to answer it quickly.

You are participating in a car race. Seeking the perfect moment, you overtake the second person in the race. What positions are you in now?

Using four sevens (7) and a one (1) create the number 100. Except for the five numerals, you can use the usual mathematical operations (+, -, x, :), root and brackets ()

John can fit six large chocolate boxes or nine small chocolate boxes into a carton. How many cartons will he require to put sixty-six chocolate boxes into?

Decode below three cipher riddles:

26 L of the A
7 D of the W
1000 Y in a M

Two boys were admitted to a school. When the headmaster asks them about their parents, they tell him that they have same parents (father and mother). On further inquiry, it turns out that they both share the same date for their birthday.

"Are you twins," ask the headmaster.
"No," replies the boys.

Is it possible?

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?

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.