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From a GTD app point of view, Omni elected to make OF more like Photoshop, and less like Photoshop Elements. This isn't a problem per se, but it is when it comes to expectations. If people come in expecting the latter and getting the former, then you are going to get some of the complaints that we see here all the time.

It has been said before, but it probably is worth repeating. OF is a tool for automating the project and task management aspects of the GTD methodology. GTD itself takes time to wrap your head around, especially if you come from a priority and due date centric day planner background. This is why folk like funkright see apps like midnight inbox as easier to use. It gives them GTD training wheels. This is an area where OF needs to improve; or, at a minimum, Omni needs to think about providing better supporting material for those new to GTD (tutorials or videos?).

If you are already using GTD, then picking up OF is not that difficult. You may need to ask a few questions; and, something that most Mac users are not used to doing, you may need to crack the manual or access Help. However, most users should be comfortable with the basics in a few days, and jamming in a few weeks.

The "jamming in a few weeks" part just doesn't jibe with many Mac users. It is not what they are used to in a seemingly simple app, especially if all they really want is a simple task list app. Here is where the price should actually be helping. It should encourage such users to look elsewhere; but, again - like Photoshop, price alone is not keeping them from buying OF.