I made a more detailed post about sampling over here. Most everything you mention is possible, but depending on the behavior it might require editing Pd patches versus using what comes out of the box.
The Sampler Style patch that comes loaded on the Organelle makes a good example of some things that are possible without having to edit or create a new patch. Inside this patch’s folder are 24 .wav sound files. These may be swapped out with your own samples (should be 44.1kHz 16bit .wav files). You could then copy the Sampler Style patch so there are two of them, and then put different sounds in each one.