Answer to "Why can't my controller detect headset"I had that issue too, it's an extremely common fault in the controller, we have had 2 replaced (warranty!) In 12 months!! Its super frustrating!!
Answer to "Why can't my controller detect headset"We had this exact same issue. When I contacted Xbox support, they told me that many of the Xbox One wireless controllers are infact faulty. We have had to send ours back to Microsoft and WE ARE STILL WAITING for our replacement to be sent, this has been over a month now that we have been waiting!! very frustrating!!