Always Chock the wheels first. And UN-chock LAST. If the auto leveler leaves the wheels off the ground, just leave the chocks there. So the wheels will come back down on them when you get ready to hitch. If you are worried about the chocks blowing away, pick them up and store them. And replace them when you take your trailer down off the levelers to re-hitch. DO NOT try to hitch without using chocks.
If on soft ground, place leveling boards under the leveler feet, to spread the load and prevent sinking into the ground.