Can't chat and can't hear others talking when plugging headset into controller

My headset only works in party chat. When I'm playing other games I can see that people are talking but I can't hear them and they can't hear me. It only works in party chat.

This happens to me as well, but usually when I accidentally disconnect the headset. If I try to plug it back in, I can't talk/hear anything though the headset until I restart my Xbox. I've noticed that this ONLY happens on my Halo 3 controller, and not my
11 others, so it's a controller problem and has nothing to do with the console or the headset.

Not sure how much that helps.

I've also tried using multiple headsets and it has the same problem... If only one headset is plugged into a controller... the mic and chat works fine (~90% of the time). If both are plugged in, I can't rarely hear people and neither of the microphones will
work. If I unplug one mic, it's 50/50 whether the other will start working...

Can't hear any sound the controller is not picking up that there is a headset plugged into the controller

I have some problems with this. Might have to try the above solution. The way i have it set up is Wireless headohones to xbox and a spearate mic to headset adapter via a audio splitter. When u plug in the mic i can't hear any chat sound (other ppl in my
party talking) only when it's unplugged..

Suggestions?