thanks @kirama this is an interesting thread, as Ive been for some time considering getting an Octatrack to supplement my Live/Push2 setup - and trying to work out what the Octatrack might add.
I have to say the 9.7 update has made it more difficult to justify the Octatrack, but still Im keen 
Funny you mention this, Ive been doing this with Live recently, the 9.7 update (with IO config possible on the Push2) has meant Ive really started doing more sampling in Live
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anyway, the way I do this is:
a) create an empty drum rack
b) create an audio track, set its input to according to what your sampling I usually take it from my audio interface, but sometimes another VST track - i usually set monitor to IN, and if its another track use post FX
c) record a clip to sample what you want (I usually put on fixed length to make it easier)
d) select drum rack, select pad
e) hit ‘add device’, push will show drum hits folder, but go back one level, select current project, and you will see recorded clips (you can preview), select the one you just recorded
f) you now have a simpler on the pad, loaded with the clip, which you can now adjust start/end, filters etc.
you can now repeat steps c-f for other pads.
(btw: you dont need to keep the clips, once they are in the drum pad sampler)
its actually really quick once you get used to it, basically sample, add sample to pad, adjust …and all the steps can be done directly on the Push2 without having to go back to the computer.
its a lot of fun, as simpler is really quite powerful, and of course you can add FX to your chain…
(of course later at the computer you can ‘tidy everything up’, giving samples names, saving drum racks for other projects to use etc)
Its amazing how its just a few new features in Live/Push2 have made it so much more useable, with far less returning to the computer to have to set things up… can’t wait to see what Ableton have up their sleeves next.
anyway back to the Octratrack, still wondering what it can add over Live/Push2.
I suspect Id mainly use it for pickup machines and mangling, and perhaps to use when I don’t want the distraction of the computer screen
