Can you solve the tricky chess rebus puzzle below by ciphering the hidden meaning?

There is a shop where written:
Buy 1 for $1
10 for $2
100 for $3
I needed 999 and still only paid $3. How could this be financially viable for the shop-keeper?

If two's company, and three's a crowd, then whats four and five ?

I am the one who remains awake when you sleep. But I need to rest when you awake. Who Am I?

There is a square piece of paper with a hole that is denoted by the circle on the top right side in the given picture. You have to cut the paper in a manner that it forms two and only two separate pieces of paper and then rearrange the pieces in a manner that the holes come in the centre of the paper.

You see me once in June, twice in November, and not at all in May. What am I?

A man calls his dog from the opposite side of a river. The dog crosses the river without a bridge or a boat and manages to not get wet. How is this possible?

The two towns are exactly 100 km apart. John leaves City A driving at 30 km/hr and Jacob leaves City B half an hour later driving at 60 km/hr. Who will be closer to City A when they meet?

Baseball bat and ball cost $100. If the bat cost $99 more than the ball, what is the cost of each?

Jenifer is learning to drive her car. She went down a one way lane and in the wrong direction. But she do not break any law.

How come ?