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What I did last time, as I had no helper... I built a little wood cart (flat top) wioth heavy duty wheels (with wheel lock) just a little bit short of the skeg in height. I slipped it under the motor, and then slipped a jack under that... loosened the bolts, raised the jack until I started supporting the motor. Pulled the bolts, raised the jack just enough for the motor to clear the transom, and then carefully walked the motor back, leaving most of the weight on the cart. This way, I was only really putting enough power into it to keep the motor upright. Then I walked the cart up against a wall, and lowered the motor down to the floor.

I'm basically doing the same in reverse tonight to mount my new motor - from the tailgate of my car I'm going to stand it up, skeg-first, on blocks, and then have my wife move the boat back into position under the motor... get the bolts lined up, lower the bow (raising the stern) using the trailer jack, and let the motor settle onto the transom.

I'm a small guy and this 55hp is about as much weight as I'd try this on myself... worst case I round up some neighbors.