You and I were talking about this in IRC. I remember expressing a concern about HabitRPG that, while it does genuinely motivate me at the moment, I'm not sure what's going to happen when it ends: when I've upgraded all my items, when I've collected all the pets, etc etc. If I just start over, the new game will likely motivate me significantly less than the first time around. And more than likely I just plain won't want to start over.

I've been trying to think of ways around this gamification problem, because it plays a part in nearly every attempt at gamification I've seen. I think that, for one aspect of gamification -- motivating yourself to learn new things -- there is a way that at least sort of overcomes the 'what happens when it ends?' problem:

Skill Trees. Like This . Maybe a website, or application, that starts with just the bare-bones code for creating skill trees, and you can create an account and add a skill tree to your account from a list of existing searchable skill trees, or you can create your own skill tree if you can't find one that's appropriate for you and that will allow other people with similar goals to add your skill tree system to their account, etc.