I just got a new Roku Premiere. I am unable to get private listening work properly and have the sound come out of two separate Bluetooth headphones. They are both paired to my phone and show as active.
Thanks for reaching out.
That specific functionality wouldn't be supported. You would need to be using separate mobile devices for each Bluetooth headset, with each mobile device connected to your Roku device via the Roku mobile app. We support up to (4) connected devices using mobile private listening simultaneously via the Roku mobile app. See more here: https://support.roku.com/article/217478308-how-do-i-use-headphones-on-my-mobile-device-for-private-l...