Here are some good resources for self assessment:
Catalina - Capri - 25s International Association
Boat Inspection Trip Tips
Take your time, take LOTS of pictures, including the top of the mast, the boom, the mast step, the bow, the jib furler, the winches, the engine, the propeller, the inside of the engine (i.e. take the cover off), any equipment, blocks/pulleys, the cabin, etc.