We are in much the same position. A year ago last January we bought a Ludders 36 sloop. After getting hung up in the yard for most of the summer when small things became large things (mostly work on the Westerbeke) we were able to cruise for a couple of months at the end of the season and get a feel for the vessel. She is great under sail and comfortable at anchor.
As you probably know the Cheoy Lee website is: ww.cheoyleeassociation.com
While there are many Ludders 36 sloop owners registered, not many seem to participate at the site on a regular basis.
We are bringing Callisto up to snuff one bit at a time.
So far we:
replaced the chain plates (they were a mess),
put on new standing and some new running rigging with halyards lead internally
installed a holding tank and new head.
put on a roller furler
have started to strip the teak with the plan being to use Armada finish. Armada is a compromise between varnish (don't have time for 8 to 12 coats) and oil (easy but minimal protection). We went the oil route on our last boat and never quite found the time to keep up with it during the season as it required.
We are switching to a 3 blade prop this season. What kind of prop is in place on your vessel??? If 3 blade do you know the size and pitch?
Good luck with your Ludders. Hope to hear good things about her from you.
John and Marcia