Sounds like fun. I think the real question is, what is there to lose? My one major annoyance with the site is uploading a file only to find I need block bypass after upload. I have mentioned this to Lynx before and he has commented that on later versions, this should be avoidable. However, how much of the endchans functionality have you implemented in JS? Can the latest version match that, because it surely would be a hassle to port that stuff over.
The one fun advancement as I see it is custom user CSS and JS. Filters are cool too but people have real fun sharing JS snippets and CSS tweaks on chans.
Again though, not worth it if we have too much to lose.

What ever you choose to do, we support.