Yet another Stereo Adapter thread...

Did you update your controller yet?

support.xbox.com/.../update-controller-for-stereo-headset-adapter

The xo series are surround but the stereo adapter

Doesn't support that feature yet.

Sadly what you want to achieve exactly isn't possible. There is another way around but it means purchasing a "Startech.com 3.5mm 4 pin to 2x 3pin 3.5mm Headset Splitter Adapter - M/F" from amazon, along with a Stereo Headset adapter and another mic. You
then plug your Krackens into the headphone part of the splitter the seperate mic into the MIC part and then plug that into the Xbox Stereo Headset Adapter.

Stereo Headset Adapter issues and questions

If you have a question or problem using the Stereo Headset Adapter, see the following topics.

Stereo Headset Adapter isn’t working

If your Stereo Headset Adapter isn’t functioning well, check the following:

Have you updated your controller’s software to support the Stereo Headset Adapter?

Make sure your controller has fresh batteries. When the batteries get weak, some controller functions like audio and rumble get turned off to conserve the remaining power.

Make sure your headset adapter is firmly plugged into your controller and that your stereo headset’s 3.5-mm cable is securely plugged into the headset adapter. You will know it’s plugged in properly if you press the mute button and the LED lights up.
If the mute light comes on and you have updated your controller but your headset isn’t working, consult the manual or manufacturer.

Try your Stereo Headset Adapter on another controller if you can. If the adapter works on the second controller, try updating the first controller again. If that fails, the controller will need to be replaced. To order a replacement, go to the Xbox Online
Service Center.

These steps were found at
support.xbox.com/.../stereo-headset-adapter

Thank you Bestlano!

Another issue I'm running into with the headset adapter + windows 10 streaming:

I docked my surface pro 2 into the docking station, which has a wired PC microphone plugged in. When I start playing (Rainbow Six Siege), the game audio is coming through my headset adapter (via the Xbos Stereo Headset), but the Windows 10 Xbox app is utilizing
my wired PC microphone instead of the Stereo Headset/Headset Adapter. I can't figure out a way to force the streaming app to use the microphone plugged into my controller...

(not sure if I should document this issue in another thread)

It seems there may be some minor issues between the Windows 10 Xbox streaming application when used with the Xbox Headset Adapter.