The difference in Maestro versus Maestro II is in the dielectric according to SW - you might want to confirm with SW regarding the Crescendo but I suspect it is the same. SW still makes good and underrated cables.
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The biggest difference is in the inner core design. My understanding is that the II was an improvement over the original in both dynamics and detail.
The II also supposedly more flexible than the original (it is one seriously thick and stiff cable), but can't imagine that it makes that much of a difference since the III is still like wrestling a boa constrictor sometimes.
The original is a fine cable, but I'd go with the II if given an option.