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Around the back, there's a 3.5 mm audio output so one can hook the Echo show 8 to a set of external speakers, which may allow one to hook up headphones. Honestly, I would get away from the old wire connections unless you just like them. One can utilize the Bluetooth to personalize your video chat or using Bluetooth to pair a set of Bluetooth Headphones to the Echo Show 8., allowing for private listening and video chatting. One can also, use Airpods, but in order to pair up Bluetooth headphones and/or Airbpods one must press the Bluetooth discovery button and turn on their Headphones or Airpods. When your Bluetooth Headphones are discovered just say Alexa pair my [NAME] headphones. If everything is ready, Alexa will automatically pair with your headphones. So, YES, it will allow one to use Headphones. Hope this answered your question.
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