Quote - Question for the modellers here: Say I have a clothing mesh I made for V4. How hard is it to take that same mesh and resculpt it to Anastasia? Is it easier to start over from scratch?

depends on the clothing. some items can take as little as 5 minutes to morph over, others may take as much as an hour.

generally the benefit in morphing something over as opposed to modeling it from scratch is the time savings not just in modeling but in UV mapping, texturing, detailing, shader development, etc. 

so say you have a clothing set that is modeled for V4 and is already UV mapped, textured, displacement mapped, with shaders, etc - it would be far wiser to just morph it over than to make a new one from scratch.