I'm now experiencing an issue when others harvest for me. I am now finding I get the odd field that has been harvested but it lingers with the progress bar not moving. I suspect this may have something to do with when they are receiving their next increment of the payment in crops. When they are plowed over they do not change and thus cannot be replanted until you reload the farm (I don't normally "go with them" when I hire to harvest because I normally have no need to reload the farm). While this isn't a huge issue, it shouldn't be happening and does interfer with smooth game play.
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