Welcome to the forum
@Erbardy .
Congratulations on finding your boat. She looks cared for and can bring you may fun experiences.
Taking everything off the deck will give you the best opportunity for the paint job results. This will also take a lot of time - commitment. I am guessing it will happen over winter, and you have an enclosed heated space to do the work.
We all have been in your shoes, some with more patience than others. My advice is to try not to let the projects creep into bigger projects. You want to be ready come spring to take this new to you boat out on the water.
You will need to start the chip removal to see why the coating is chipping. Often it is a missed preparation step that stops the adherence of the paint. From the picture it looks pretty good except for the bow area. Could the owner have found time slipping away, wanting to “go sailing/sell the boat” and hurried up the process. It looked good enough? I’ll fix it later. And later never came? Who knows. You may discover, maybe not.
Start your scrape and sand. Stop when you you find a smooth solid surface. No need to go to raw fiberglass. Prep the surface according to paint instructions and paint.
Read MaineSail’s site about bedding your hardware with Butyl tape.
Marine How To - DIY for Boaters
And keep us informed about your progress.