My headphones are not recognized by the headphone jack.

This is an extremely chronic problem that I am getting very furstrated with and I would like it to be resolved soon.
Problem:
My speakers work perfectly fine, the problem is when my headphones are plugged in.
What happens when I plug my headphones in:
No sound comes out of them.
The little speaker icon on the top of the screen next to the battery charge and the internet signal turns grey.
When I press the volume buttons (F11 and F12), the speaker icon comes up on the screen, but the volume does not change and there is a small circle icon with a side slash through it.
In system /preferences/sound it doesn't say headphones, but it says digital out.
I have tried to resolve the issue multiple times by calling AppleCare and going into the Genius Bar.
PLEASE SOMEONE HELP ME. I WILL BE ETERNALLY INDEBTED TO YOU.
This is what has been done:
First time: The Genius plugged his headphones into the computer and it miraculously started working, then it stopped working when I got home.
Second time: A new logic board was put in the computer, three weeks later it stopped working.
I called AppleCare yesterday, the technician had me delete two files that started with com.apple... then reset the PRAM, it worked for half an hour, then it stopped.
I called AppleCare again today, but I was  told to just plug the headphones in and out to toggle the switch in the headphone jack. It didn't do anything. Also, what is the purpose of that switch in the headphone jack?
The only time I have seen that red light being emitted was when it stopped working after the new logic board was installed. A red light was emitted from the jack when the headphones were removed for about an hour. Then it started working for 20 minutes, then it stopped, and no red light was being emitted anymore.

Try restart your iPhone before connecting. It can solve many problems.

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