It should run out fairly easily, can be done by one man once the stickshion has been overcome.
Something that caught me out was that the winch drive can get full of water, either from condensation or down the shaft.
The oil floats on the water making it look full through the filler plug, if you haven't already, best to drain and refill, as the water may be the only lubricant, making it a bit stiff!