The scuppers aft are pointing down to release under the waterline. If the boat is sitting in water won't they begin to collect water in and down into the bilge? With water taking the path of least resistance I'm thinking the water will flow down into the boat and have a constant amount of water that the bilge pump will need to eradicate? I see the value of aft scuppers and wish they exited the transom. (I'm also not running outside and plugging anything until I know why) I don't want water coming in and having to have to be pumped out. Not sure if my earlier post sounded that way.
The scuppers are a straight hose that goes from the cockpit sole to the boat, they never enter the boat itself. This gives you an idea, except your just go straight down
Which is also why I am almost certain either the through hulls or hoses are cracked/disconnected. The water that is in your boat at the ramp could never have drained where it did *unless* they were cracked/broken. You can test by putting a hose in the bilge and see where the water exits.
I'm planning on trailer sailing it but I can already see the time to set up and tear down is substantial especially to do solo. I may slip it after a season of playing around with it. My reason to get it was to learn how to sail and go places my other boat can't go after gaining experience and knowledge on small protected waters.
The beauty of having it on a trailer at home is you can knock out these projects easily along with no fees. One thing you might look at is dry storage where you can keep it rigged on the trailer at a marina with a ramp so you just have to hook it up and drop it in the water to go out. A little more time than having it in the water, but you also don't have to worry about the hull getting dirty and/or it sinking!
I always found I was much happier doing a weekend trip with my trailer sailor, go to some new lake, sail watch the sunset and sunrise. It's like camping except a lot more comfortable.