Basically there needs to be an open dialog where Renewal players agree on what items get transferred to Chaos. Let's not forget that even though you use the word "transfer", said item is basically being duped (copied) onto the Chaos server. The only reason I see for someone opting for it besides sentimental value (which in and of itself is a vague word because my first MVP card is sentimental, but so can be my 2nd, so and so forth) is that they will RMT it in the future as Classic will be no more. Remember that these players always had the option of Renewal open to them but they chose to play Classic and now you want to transfer them to Chaos for what? Why not just let them create new characters and level it here. The mechanics are different, so what will getting them on Chaos achieve? If you really want to transfer them, then opt for Thor, throw a Janeway event that is live only on that server, they can 99/70 and then begin their 3rd class journey.
I am not trying to start a fire, its just that so many server players never had the option or say in such matters, Thor players literally got backstabbed by their publisher, had to shift here, and even they didn't get to bring their Gods or MVPs, so why Classic? If you seriously want to drag Classic players to Renewal, make a third server and dump them there. If they are allowed to bring their items here, these items will not have a valid source before they were created on Chaos and knowing the stellar GM staff reputation, they will delete it at some point because ta-da there was no source.