pedalpete is right about the number of other online todo lists available, so you need to be quite careful about your monetization, but I think it can still be d

pedalpete is right about the number of other online todo lists available, so you need to be quite careful about your monetization, but I think it can still be done. The Covey model is more than a todo list anyway, right? It's kind of like todo plus. It's already a premium entity. It takes more effort to use, but with the promise or more return. I think your users - your repeat users - will already therefore be slightly more convertible than the users of any other todo list. If it were me, I would sell things that are not necessarily features but which still emphasise the premium aspect of the service, and allow the user to demonstrate their commitment to their own self-improvement through committing monetarily to you. Kind of like people going out and buying a very expensive filofax, if you know what I mean. Some examples of things you could charge for: - Themes for the plan page (see Tumblr and their premium themes) - A small visual token of my premium status, e.g. a star icon that appears next to my username or the logo (you may think this is worthless, but it has been known to convert quite effectively when users of a website are committed to it - see kdice for example) Also, you could take the rememberthemilk strategy of selling certain extras, like mobile apps. I think that would work quite well for you. Just don't sell yourself short. You don't want to compete at the bottom end of the todo list market - you want to be a far more sensibly priced Covey system, so the low end of the top end of the market. A $5 iphone app (maybe more?) wouldn't be out of the question if people were really finding your site useful.