Be carefull with the leak test if you put water in the hulls a little depth is a lot of weight. If you do it on the trailer make sure it is attatched to the car so it doesnt flip up suddenly and take out all the bulkheads as the water rushes out. Best way I know is to put the water in with the hose, turn off the tap when enough water is in. Leave the hose in place then when you have found your leak take the hose off the tap lay it on the ground and the water will syphon out. As for the paint I spent a lot of time and money painting my cat with perfection and it does look good but marks show up even more on a newly painted boat. I would tidy the boat as much as possible then enjoy the sailing a salesman would then call the remaining marks the patina of age.sorry about the ramble
regards