Clruwe--I think I misunderstood one of your previous posts where you seemed to disagree that this was a good idea. You're a wind instrumentalist? So it sounds like you understand pretty much my entire recording method, but I'm involved with music for pleasure so I have no time limitations like you do, and prefer the benefit of that "human feel" that comes from playing the parts in individually enough to invest the extra amount of time it requires. And you're definitely not the only one who needs to play a few takes to get it right, plus some editing after getting a good take.
Hm do you have an example of the kind of musical gesture that's causing you trouble? Without hearing it, this sounds like a ton of "dove-tailing" would be required but I don't have enough experience with VSL yet to be able to give any advice on pulling it off well.