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+1, but rather than a concept of "location groups," I'd rather there just be a 1-n relationship between a context and many locations.

If I understand you correctly Lizard, you are saying that if I assign a search to a context, it will alert me whenever I am near any result of that search? I don't understand how that is possible unless (A) the search is constantly running, or (B) it runs once and stores the multiple results as locations, in which case I'd rather just set the multiple locations myself.

Going by search results is also suboptimal, because Google will sometimes return results that mention the query in reviews, so that a search for "New Seasons OR Whole Foods" also returns Market of Choice, their competitor.

Ideally, this feature is simply an "Add another location" button on the Edit Context screen, which adds a new location to the context in a 1-n relationship.