No, i never just "wing it"

Yeah, you might get lucky one time, but odds are your going tocause yourself alot more trouble then you will good. Take the time, whether its in the field or at home to do some scouting to figure the property out. Use Topos and Aerials to find spots where you can hunt the wind and natural funnels. Even if you can never make it to a property before season you can learn a whole lot without ever leaving your house