What has to be broken before you can use it?

Can you spot what's wrong with the following sentence?

PETER WAS ANGRY AT
HIMSELF BECAUSE HE
ACCIDENTALLY LEFT THE
THE KEYS TO HIS CAR
AT HIS FRIEND'S HOUSE.

Dr Doom invited a group of puzzle fanatics to a party which was oriented toward having puzzle-oriented games. At night, he introduced the guests to a 'unique riddle'. A prize was offered to the one who solved it first.

The guests included six people named Tom Paul, Fox Obama, Jeremy Reener, Alex Murphy, Prim Pastor, and Ellen Page. The winner of the 'unique riddle' contest was to be announced after the dinner. So Dr. Doom stood up and started the announcement:

'Okay now everybody!'
'The winner of�'
'The Hardest Riddle Ever Event'

But before he could complete it, the light went out and his voice was not heard without the mic by anyone. But they already knew who the winner was. Can you deduce the name of the winner?

How is the moon similar to a dollar?

In a boat, the father of a sailor's son is sitting with the son of the sailor. However, the sailor is not present on the boat.

Can this even be possible?

Find the missing number in the sequence below:

The teacher told the student that if he told a lie then he will be expelled from school and if he told the truth then he still is expelled from school.

What can a student say to prevent his being expelled from school?

If you go to the movies and you're paying, is it cheaper to take one friend to the movies twice, or two friends to the movies at the same time?

How will you measure 15 minutes using two hourglasses of 7 minutes and 11 minutes respectively?

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?