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Alchemy just announced a new update to their synth app, Alchemy Mobile for iPad. It's pretty cool. There is a free and a Pro version.
As long as your are paired with your Bluetooth device, any sound coming out of the iPad will go through your speakers.
Look into "NextPage". You can organize your music into sets, mark on it, make notes, etc.
Figure from Propellerhead.
Have you tried Garageband's Sampler? It is pretty slick.
Not advertising for anybody, but Sweetwater reps would be able to answer your questions. They're really great.
Your set-up should work fine for GB. I'm also pretty sure that you can do the multi-track export, although I haven't tried it.
I am one of five Learning Technologists at Bath Spa University in the UK. That's where my interest in the iPad comes in. As many of you...