Can you write down eight eights so that they add up to one thousand?

In the four images below, can you find the odd one out?

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?

I am a type of word that is spelt incorrectly or used differently, on purpose for humour. What am I?
Hint 1: You can find me in a joke.
Hint 2: I am a play on words.

Your job is to measure 45 minutes if you have only two cords and matches to light the cords.

1. The two cords are twisted from various materials, so their different segments can burn at different rates.
2. Each cord burns from end to end in exactly one hour.

Describe your way of measuring the 45 minutes.

You are mixing a mixture of cement and Sand with five gallons of water. You have a garden hose giving you all the water you need. The problem is that you only have a four-gallon bucket and a seven-gallon bucket and neither has graduation marks. Find a method to measure five gallons.

In 1990, a person is 15 years old. In 1995, that same person is 10 years old. How can this be?

If I put in one canary per cage, I have one bird too many. If I put in two canaries per cage, I have one cage too many. How many cages and canaries do I have?

You visit a home for specially-abled children on the occasion of Christmas where you meet with 50 children. You have a box of chocolates containing 50 chocolates exactly.

What if you were asked to one chocolate to each child in a manner that one chocolate still remains in the box? Is it possible?

It is a nine-letter word.
The exact opposite of the phrase "friendly and outgoing"
It contains the word "over".
It starts will a vowel.

What is it?