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Unfortunately, as far as I know, the midi standard does not support that.. :( there's on & off messages, but the on message does not provide information about how long a note is. (Presumably because midi can be played live as well, of course.)

Yea, I thought that might be the case.

Perhaps, having Nimble Kick detect the end of the sample in use, by applying the fade wherever it stops?

Again, my knowledge of developing these things is lacking so I apologise if I'm asking for the impossible.

It's possible to fade out at a 1/4th note, but not if you're doing things like kickrolls, so it's a bit difficult. The best way to do it right now is to make the notes a bit shorter and rely on the ADSR.