The halyard goes under the jib track simply by lowering the pulley slightly on the beam. In my case I have the outhaul and its associated 2:1 pulley system within the pole exiting simply through a hole drilled in a Aluminium plug, I don't seem to get pulley and rope failures that way.

You need surprising little spare halyard laying on your tramp as a single hander, effectively if you have more than 2 metres spare you will probably be able to have enough to run it foward to pick up the tack. I have now only about a 2 metre loop between the bag tail and the cleat ie it only sits about 1 metre along the front of the tramp.