You’ve most likely found this already:
https://sailboatdata.com/sailboat/starwind-19 ,. That and pictures from Starwind 19’s for sale would help to show how things go. Loose standing rigging can be caused by a number of things. The previous owner may simply have eased everything off to make taking the mast down faster. An overlong forestay (too much rake) can lead to loose shrouds; tightening up the forestay will fix that. It looks like you have a deck-stepped mast. Compression (squishing) of the cabin top can make the standing loose too, especially in a boat this old. Look for cracks or bends in the cabin top in the way of the mast step and the bulkhead inside for indications of this problem.
Try to avoid painting the boat (except perhaps for antifouling) if at all possible. Hopefully the topsides and deck haven’t been painted already. Gelcoat, even old gelcoat, is about ten times thicker than paint, and will last accordingly. Paint will get dinged, scratched and grow dull much more easily than gelcoat. It is a LOT of work to paint a boat. Because of the watery environment, regular housepaint preparation and materials won’t last a season. Linear polyurethanes like Brightsides and others last longer, but require meticulous multi-step surface preparation. Even they will still have a hard time staying “like new” for long. Two-part polyurethanes, like Awlgrip last much longer - perhaps ten years. They require the same multi-step preparations as the linear paints, along with a primer undercoat and multiple topcoats. They cost more, are toxic, and have to be applied with the right atmospheric conditions (temperature, humidity, dust, wind...) in order to set and finish off properly. The problem is that even with the best paint, if you paint now, you will paint again. And it is a LOT of work to paint a boat. Others have suggested polishing and waxing the gelcoat instead. A much better idea.
