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I think an argument could be made for either behavior being preferable, depending on the circumstances. Personally, I prefer the "keep the next action flagged" behavior. If something's flagged, but I didn't want it to be, I can un-flag it without any permanent consequences. If I wanted something flagged, but it wasn't, I may not notice that until it's too late.

None of this is to say, however, that you shouldn't email our support ninjas and request that the Mac app be made to work the way the iPhone app does. We have a couple of requests from other folks with similar workflows filed in the development database. (Items with more customer interest attached tend to get assigned higher priority.)