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I saw this feature, got excited, but quickly found out how difficult this would be to implement for reasons already explained. I don't want to clutter up my contexts with 'Home (arrive)' and another one called 'Home (leave)'. I haven't used it for this reason.

I really would like to use this because I think Apple missed the boat with iOS 5 on their reminders app. The is lacking in that you can't put in an address or choose a location from a map, and have to use a contact (which I find very unintuitive). I think OmniFocus has a really good chance at making this the way that it should be.

+1 vote for location settings (arrive and leave) be task (not context) dependent.