I have something similar in my shop but cheated and used a bread cart base as the casters. The things they wheel the racks of loaves of bread into the stores with. 4 casters into plastic. Saved build time. I can use one cart if I drop the lower unit and stand it up on its mid section and strap it down. That way I can wait on the boat while I do the water pump and shaft seals. Then all I have to do is hook the hoist to it and lift once the next boat comes in. Great way to keep the lift free while I pull the second boats old motor.
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