Where to start
Been thinking about what I'd do. What condition is the boat in? Some boats are used hard all year while others are sailed 6 months or less and kept inside during the winter. This would be my list in order of priority. 1. Since the boat is more than 10 years old, I'd replace the standing rigging unless the P.O. did it recently. This is relatively cheap insurance. Losing a mast is not fun. Also, with new rigging you'll get new Toggle bolts and chainplates. 2. Check the running rigging carefully. You use the haylard to raise the mast so check it and replace if it is frayed. 3. If the sails are original, you should plan on replacing them fairly soon, but wait until you have experience with the boat that way you can enjoy the thrill of sailing without blown out sails. 4. A good engine tune-up is worth the money - until you get more experience with the boat, you should avoid having to dock under sail.5, Finally, give the trailer a good going over. There is lots of stuff in the archives and knowledgebase to keep you busy for some time. This is a simple straight forward boat - other than the items mentioned, there is little that can't be easily fixed as you have time and $$$.