Two ideas, one is straight forward and one is probably crazy. Either way I think it's going to take a variety of strategies to make it work. Definitely figure

Two ideas, one is straight forward and one is probably crazy. Either way I think it's going to take a variety of strategies to make it work. Definitely figure out if people will pay, but don't "Rework" yourself into thinking that business models don't have any room for creativity either. First, and it's been said in various forms but what about selling other self-help & organization related products alongside through affiliate links or, a store? Books planners, calendars etc. I think you might be able to get a better return than ads this way especially if you built up a community that trusted your recommendations. Second, I always thought it'd be cool to build a planner/ to do list application that had a concierge/secretary service linked into it. Sort of your man in india deal but interfaced through the planner software.