I'm one of those blind users who absolutely love Ninite. Have you ever considered managing the postinstall, too? I envisioned something which would monitor the %appdata% path where any user-specific data goes, as well as maybe the registry. Any changes get synced back to my shiny new Ninite account to be incorporated into the next install. Clearly this would take a bit of work, but since you're already imposing a selection process on your apps, and a majority of them are already well-behaved in terms of how they manage their data, it doesn't seem impractical.
Ninite is generally the first thing that I run on a new Windows install. Pulling in my data feels like a natural part of this, and if you could get some kind of reasonable implementation worked out -- a background service syncing %appdata% regularly, a simple merge model which simply picks a winner instead of trying to reconcile the changes, etc, at first blush it seems quite workable.
Glad to hear you like it. We think about configuration stuff like this from time to time, but I'm pretty sure getting all the details right would take years. So we haven't made the leap yet.
