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I've been experimenting with going into the action screen, tapping the checkbox and then immediately the button in the upper left hand corner. If I get back to the main screen and the action is still there (I don't stick around to wait for visual feedback from the tap of the checkbox) that means I missed or it didn't register, and it is safe to repeat the process even in the face of unpredictable time lags as the response to the back button shows that OF has caught up with processing the taps, I believe.