Depends on the season. I start scouting as soon as season ends. That's when I can get right up in bedding areas and bust through thickets without fear of leaving stink or making a bunch of noise. I'm looking for trails, congregation areas, scrapes, rub lines, where the mast trees are located, that kind of stuff. It's basically like a forensic investigation of a crime scene. I'm accumulating as much information as I can so I can later put the pieces together to determine what the deer were doing, when, and where.
I then scout some more in summer. That's when I'm looking at which mast trees have the best crop. I'm also looking at maps, cruising the area to see which crop fields are planted with what, then contrasting my notes with previous seasons. For example, one farm I hunt has two large ag fields that alternate beans & corn, and there's another field to the east that alternates beans/corn/fallow, and yet another field to the north that alternates. Believe it or not deer movement within a season relates directly to which fields had which crops, and by having historical notes I can fairly predict what to expect in terms of where deer will be bedding and where they'll be eating. If you know that then you know where the movement will be. All these fields are separated by strips of woods and one big thicket in the center. Does pretty much always stay in the thicket, but bucks stay in peripheral woodlots & strips that the does travel on their way to a particular field of choice for that season. This year is all corn except one bean field, so I know I have to isolate that bean field & get a buck early because the corn has all been picked, and once the beans get picked the movement will no longer be as concentrated or predictable. Deer will be more random.
Then right before or right as bow season opens, I quick cruise all my hunting spots and potential spots to see if I'm on track or if something has changed that might alter how I hunt. I don't spend much time, just a steady pace walk through.