Hi Hil,
Unfortunately I don’t think there is a simple fix for your multiple device / multiple headset scenario.
PilotAware Rosetta already has a built-in Bluetooth Audio option, by virtue of its Raspberry Pi3 Motherboard, which wasn’t available on the PAW Classic (which is based on a Raspberry Pi2). Bluetooth-equipped headsets can therefore (at least in theory) be connected directly to receive the Rosetta’s PilotAware Audio Alerts, but this facility is still in a ‘Beta’ version and has to be configured and setup in the PilotAware Configure Screen to suit each individual headset. Also it doesn’t always retain the previously configured connection, so isn’t therefore ideal and certainly isn’t appropriate for multiple users with their own headsets as it would have to be reconfigured in PilotAware/Configure each time the user / headset changes. It is also not generally possible to connect separate audio sources to a single headset via Bluetooth, but read on...
My solution to the multiple audio sources issue is to use a small audio mixer to combine separate audio feeds hard-wired from my Rosetta and Tablet - in my case to combine the audio warnings from PilotAware and from SkyDemon on my iPad mini, (but it works just the same with a variety of android devices). The combined output from the mixer is hard-wired into my intercom, though I can see no obvious reason why this output couldn’t be fed direct to your headset via a Bluetooth transmitter such as that suggested above by Mariko, though I have to stress that I haven’t actually tried this myself.
The audio mixer I use (also used by several other PAW users) is the ‘Maker hart JUST-MIXER’ - available from Amazon. I have also tried the ‘newer’ Just Mixer 2 from the same company, but personally didn’t find it as effective.
The significant advantage with this setup - apart from being able to boost/balance the audio levels from the different devices is that if the audio alerts become distracting at a critical point in the flight, they can be instantly turned down or muted via the ‘Master’ slider.
I do have a couple of Bluetooth transmitters similar to the one Mariko has suggested somewhere, though I haven’t used them since moving to Rosetta. If I can find them I will try using one to connect the output from the mixer to Headset and see what happens, but I can’t promise how soon I will manage this.
Hope this helps.
Best Regards
Peter