You are visiting NYC when a man approaches you.
"Not counting bald people, I bet a hundred bucks that there are two people living in New York City with the same number of hairs on their heads," he tells you.
"I'll take that bet!" you say. You talk to the man for a minute, after which you realize you have lost the bet.
What did the man say to prove his case?

This is a classic example of the pigeonhole principle. The argument goes as follows: assume that every non-bald person in New York City has a different number of hairs on their head. Since there are about 9 million people living in NYC, let's say 8 million of them aren't bald.
So 8 million people need to have different numbers of hairs on their head. But on average, people only have about 100,000 hairs. So even if there was someone with 1 hair, someone with 2 hairs, someone with 3 hairs, and so on, all the way up to someone with 100,000 hairs, there are still 7,900,000 other people who all need different numbers of hairs on their heads, and furthermore, who all need MORE than 100,000 hairs on their head.
You can see that additionally, at least one person would need to have at least 8,000,000 hairs on their head, because there's no way to have 8,000,000 people all have different numbers of hairs between 1 and 7,999,999. But someone having 8,000,000 is an essential impossibility (as is even having 1,000,000 hairs), So there's no way this situation could be the case, where everyone has a different number of hairs. Which means that at least two people have the same number of hairs.

You can easily "tile" an 8x8 chessboard with 32 2x1 tiles, meaning that you can place these 32 tiles on the board and cover every square.
But if you take away two opposite corners from the chessboard, it becomes impossible to tile this new 62-square board.
Can you explain why tiling this board isn't possible?

Color in the chessboard, alternating with red and blue tiles. Then color all of your tiles half red and half blue. Whenever you place a tile down, you can always make it so that the red part of the tile is on a red square and the blue part of the tile is on the blue square.
Since you'll need to place 31 tiles on the board (to cover the 62 squares), you would have to be able to cover 31 red squares and 31 blue squares. But when you took away the two corners, you can see that you are taking away two red spaces, leaving 30 red squares and 32 blue squares. There is no way to cover 30 red squares and 32 blue squares with the 31 tiles, since these tiles can only cover 31 red squares and 31 blue squares, and thus, tiling this board is not possible.

Frank and some of the boys were exchanging old war stories. James offered one about how his grandfather (Captain Smith) led a battalion against a German division during World War I. Through brilliant maneuvers he defeated them and captured valuable territory. Within a few months after the battle he was presented with a sword bearing the inscription: "To Captain Smith for Bravery, Daring and Leadership, World War One, from the Men of Battalion 8." Frank looked at James and said, "You really don't expect anyone to believe that yarn, do you?"
What is wrong with the story?

It wasn't called World War One until much later. It was called the Great War at first, because they did not know during that war and immediately afterward that there would be a second World War (WW II).

Four people come to an old bridge in the middle of the night. The bridge is rickety and can only support 2 people at a time. The people have one flashlight, which needs to be held by any group crossing the bridge because of how dark it is.
Each person can cross the bridge at a different rate: one person takes 1 minute, one person takes 2 minutes, one takes 5 minutes, and the one person takes 10 minutes. If two people are crossing the bridge together, it will take both of them the time that it takes the slower person to cross.
Unfortunately, there are only 17 minutes worth of batteries left in the flashlight. How can the four travellers cross the bridge before time runs out?

The two keys here are:
You want the two slowest people to cross together to consolidate their slow crossing times.
You want to make sure the faster people are set up in order to bring the flashlight back quickly after the slow people cross.
So the order is:
1-minute and 2-minute cross (2 minute elapsed)
1-minute comes back (3 minutes elapsed)
5-minute and 10-minute cross (13 minutes elapsed)
2-minute comes back (15 minutes elapsed)
1-minute and 2-minute cross (17 minutes elapsed)

You're walking down a path and come to two doors. One of the doors leads to a life of prosperity and happiness, and the other door leads to a life of misery and sorrow. You don't know which door is which.
In front of the door is ONE man. You know that this man either always lies, or always tells the truth, but you don't know which. The man knows which door is which.
You are allowed to ask the man ONE yes-or-no question to figure out which door to go through. To make things more difficult, the man is very self-centered, so you are only allowed to ask him a question about what he thinks or knows; your question cannot involve what any other person or object (real or hypothetical) might say.
What question should you ask to ensure you go through the good door?

You should ask: "If I asked you if the good door is on the left, would you say yes?"
Notice that this is subtly different than asking "Is the good door on the left?", in that you are asking him IF he would say yes to that question, not what his answer to the question would be. Thus you are asking a question about a question, and if it ends up being the liar you are talking to, this will cause him to lie about a lie and thus tell the truth. The four possible cases are:
The man is a truth-teller and the good door is on the left. He will say "yes".
The man is a truth-teller and the good door is on the right. He will say "no".
The man is a liar and the good door is on the left. He will say "yes" because if you asked him "Is the good door on the left?", he would lie and say "no", and so when you ask him if he would say "yes", he will lie and say "yes".
The man is a liar and the good door is on the right. Similar to the previous example, he'll say "no".
So regardless of whether the man is a truth-teller or a liar, this question will get a "yes" if the door on the left is the good door, and a "no" if it's not.