My gues is that your jawbone headset is not compatible with the A2DP profile. Which is a pretty standard profile for streaming high quality audio via bluetooth. That would explain why it would work with your other headset.

This is common since handsfree type headsets are usually mono with a microphone. There are designed for communication, not streaming high quality audio.

I have noticed the same thing. My phone wouldnt play music and such on my Jabra handsfree but will over my in car pioneer deck. Same goes for the Nav voice and other audio notification services like vlingo. When a researched it, that is what I cam up with, and it made scence for me. So unfortunatly, we are out of luck on that one, it has nothing to do with the phone, its the design of the headsets.

 

Hehe, well maybe it is partly the phone not being programmed to send notification sounds to non A2dp devices

 

This may be completely irrelevant but... I have a Moto S9 myself and I got thrown by one of its features which might be relevant here...

The S9 can pair with multiple devices. I don't know if the Captivate can also pair with multiple devices as well. Is it possible that you've paired with the S9 for A2DP and with the Jawbone for Calls? Again... this may not even be possible but...

I used to pair my iPod Touch with the S9 for stereo audio / A2DP and then pair my Captivate with it. The only annoying things were that you had to do the pairing in the right order and that the S9 would pause music when a call came in but wouldn't un-pause when the call finished. Aside from that it worked great.

And if none of this is possible / relevant then please forgive me.

 

In my case... I had to pair the iPod first then the Captivate to make it work. I assumed that since the iPod couldn't "talk phone" that the Captivate grabbed whatever was "left over".

What happens if you try it the other way around?