I’m 42 too, I used a lot of of Roland/Boss stuff too. I can say Octatrack is not that bad concerning midi (so much better than an Sp555, Sp404, and even Rc300, Rc505), even if I would like midi control for Parts, and assign midi CCs to crossfader. Notes messages for control is quite unusual I admit but it’s not a big deal for me today.
There are free CCs number that could be used for sure.

With a midi processor such as Event Processor Plus I can solve most of midi “problems”, control some CCs with crossfader, play Slices, etc…

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