xbox 360 wireless headset problems connecting to controller 1?

Hi,
My brother has an xbox 360 wireless headset and 2 controllers (also obviously an xbox 360 elite)
Now my brother is having trouble with the headset. Everytime he turns it on the xbox practically picks it up as a remote and connects itself as controller 2 and it seems the only way for him to talk is to turn off controller 1.
Any Idea why this is happening? and anyway it can be fixed?
 
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