We do it with 2 guys. Un-trailer the boat. Both of you on one side lift it until it's at the apex of the roll. One person scurry to the other side and take just a bit of the weight. Then the second person comes over and both of you lower it to the ground.

Of course oarlocks and anchor bracket are removed. When done on concrete, as we do it, we use 2x4's to keep the boat from touching the floor. Once it's upside down use 2x4's to block up the front so it's level and stable.
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