Many years ago my mom bought an 8x12 shed and had it set up with the back of the shed near the edge of their property line. Well, years after that, they moved from that house put it up for sale, leaving the shed as part of the sale. I was afraid that the end of it would be over the property line and cause a problem with a survey at the closing, so I drug it a couple feet to make sure all of the shed was on the their lot.
That shed had two runners under it, which were just (2) 2x6's scabbed together. Both ends were cut at an angle on the bottom so it could be skidded for a short distance off and on the rollback for loading and unloading. This is the way a lot of sheds are built and delivered. Although, the really special purpose shed delivery trucks have lots of rollers on them instead a of a true flat bed wrecker style truck.
I was able to drill 1/2" holes through the runners, run a 3/8" cable through them, and attach the cable to the tractor and drag it forward a couple feet. That was simple enough though.
As for the OP's question, I would consider using the suggestion already made which is to use a bunch of round poles (4" diameter fence posts should work) and roll the shed the 500 yds. I would have to look REALLY close at the path to move it though, and would only do it this way if it was pretty level with no major transitions to cause problems, like a sharp grade at the end of a driveway or something.
Most likely the shed he wants to move has runners underneath it. IF it does have runners, you would need poles that are wider than the runners are set apart. Figure out a good way to attach a cable or chain to it that spreads the load so it doesn't break the frame as it's pulled. Get enough of the poles and have a couple people on hand to keep "feeding" the poles from the rear to the front as the shed is pulled forward. And of course, go REALLY slow.
By doing it this way, the tractor only has to pull the shed, not support one end of the shed AND pull it at the same time.
Probably should do this on an early Sunday morning, when not many people are up yet, like a lot of house movers do sometimes. IF the path was not level, or has too much of a transition in places, then I would move it some other way.
If the OP moves it on his own, I hope he makes a video of it so we can watch how it's done!!!!