Hi Wipeout,
I dont have a pully system on my ski, something i want to do when i have free time, but for now i have a good strong 1 - 1.5 meter bungie cord which is tied on to the front of my ski. When im out on the water, I measure out how much anchor rope i want to set out, then tie off on to the end of the bungie cord which then in turn absorbs all the bumps and waves that knock you.
When i want to pull anchor I just paddle up to where i can get some slack line on my anchor rope, and pull the anchor winding it up in the process.
Its not the best solution, but definitely one that works for me for the interim until I have the time to do the proper job to my ski.
Dean