when i did mine, i poured a little mystery oil into each cylinder.
as for bleeding, there should be an oil bleed screw on your carb. follow the oil supply line onto your carb, and the bleed screw will be right on that line, right as it connects to the carb. open it and let the oil fill the lines, then close it. a little oil will spill onto the bottom of the bildge, this is normal of course.
also, you may want to actuate the oil pump lever by hand. hold it open to make the oil pump go at full blast, while keeping the throttle at idle. this will let a rich mixture of oil into the motor.
if you do these things it will smoke like hell, but thats a good thing.