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One easy way to have her use omnifocus and not be overwhelmed is to just have her use the inbox only. Just create an action with a note and to mark them done. That is a pretty short learning curve. Over time you can expose her to folders, contexts and all the power of omnfocus without having to change her tool out from under her as she steps up. Just a thought. Given the power of omnifocus it would seem you can help her start simple and grow into it. Just a thought