This is just a little insight to what I was thinking. I did try borrowing a friend's vive and bringing my system to their place and I got my vive to work and pair properly in their system and their working vive came accross my same issue onto my system. So at this point I think its an issue with my system but I don't know the cause and hopfully there will be a fix for my issue or another way to work around my problem.
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(note: I am not the best with navigating/posting in forums so please excuse my terrible descriptions) I have been on and off with vive support as well as steam support for the better part of a year now and still have this same issue. My htc vive which I purchased in November of 2017 and had it working for the most part. Around March 2018 I ran into the issue of my controllers not tracking unless plugged in through USB. Any time I try to select pairing options in steamvr I am given the error message: No Headset Detected, Your headset must be connected properly in order to pair new controllers. Through my time with vive support I have tried mostly all the troubleshooting methods they have given me ranging from using usbdeview to uninstalling and reinstalling both steamvr and vive/viveport as well as physically reconnecting my cables in most ways imaginable. This mainly culminated in sending my headset and my controllers in multiple times with every time still not resolving my initial issue. I have seen few post about this same issue so at least I know that I am not the only one with this issue but as I try to get this issue solved and have been patient with the support team my warrenty unfortionately ran out, as so I am now currently out of options and can only use the community boards to help unless I want to spend half of what I paid already just for a shot of possibly fixing my issue. I am happy to add anymore detail to this post as I am not adept in this. thanks for the read! tl;dr: No Headset Detected Your headset must be connected properly in order to pair new controllers -help
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