It's a boat. There are always shake-down items with a new boat. Then, repair and maintenance with a boat when it isn't new. Add a trailer to the mix, and there will be more mechanical things to deal with. The pleasure of any boat ownership experience will depend on how you deal with these things when they come up. We've owned more than a few boats over the years, and the more systems a boat has, the more shake-down you have to deal with. Same is true with motorhomes. And airplanes. Even things that don't move - like: a house.
There is "the dream" of boat ownership (you see it in the brochures and ads), and the reality of boat ownership... where cruisers will tell you the definition of cruising: fixing your boat in exotic locations. 😉
While frustrating, it sounds like your issues are all solvable - and none are life threatening. The trailer brakes issue is probably electric, and can be traced down with a multi-meter. If the connection on your truck/brake controller checks out, then it may be as simple as a loose wire on the trailer. Most boat windshield wipers I've worked with do not work as well as those on your car. It may be a matter of adjusting the tension so that the blade is more in contact with the glass. Others have mentioned Rain-X, and that is a good solution inside and outside the windows (yes, they make a formula that helps reduce the condensation inside the windows). You can set up a washer system, but on our C-Dory, we just used a squeeze bottle with a water/vinegar mix that cleans and cuts through the salt better than windshield wiper fluid.
The window trim can be replaced. A call to your dealer and Ranger Tug will have another on the way to you.
No idea why the transducer mount broke, but trailering can be tough on things that stick out outside the hull.
The wind is something all boaters have to contend with. As a former sailor, I tried to get it to work with me instead of fighting against it. If a particular ramp situation isn't perfect, you look for an alternative ramp, or spend the night on the hook or in a marina and wait for the wind to settle down. If your trailer doesn't have guides that make it easier to load in the wind, that might be another consideration.
Try not to let this spoil your ownership experience. Yes, that is easy to say when it isn't me; but, I have been there. With any purchase that has a lot of systems, I try to stay and use the conveyance reasonably close to the dealer or manufacturer for the first week or so. You have a nice boat - it will give you many years of great experiences. How about other things that went right... did the motor run as you expected? The boat floated? The rest of the electronics (other than the depth-finder) do what they're supposed to do? Is the floorplan all you expected? Did the toilet flush and the appliances work? Bilge pumps test out OK? Did you find the adult beverages tasted even better when you're down for the day and relaxing in the cockpit? How was the sunset?
You will work through all this. Let your dealer help you sort things out. Work together with them, and not go into it blaming them for spoiling your weekend. They (and Ranger Tug) want you to be a satisfied owner.
Congrats on the new boat, and hope you get these issues settled to your satisfaction.