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It's less about the process of pairing being painful and more about the amount of time it takes to pair. I also use a plantronics headset sometimes and it usually takes somewhere from like 15-60 seconds to actually pair up and have audio coming through. Vs the 2 seconds it takes for me to plug in a wired pair

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The Backbeat Pros have a "nice" start-up chime. If you push the play button while it's playing that, it'll start playing music once the chime ends. Less effort and delay than untangling the cable and plugging it in (which is an option: I still keep the cable in my bag).

I'm also enjoying auto-pause when I take the headphones off -- no more fiddling for the pause button when someone wants to talk to me.

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