I will chime in folks.
With a fixed keel boat, it is of course harder to launch and retrieve than boats sitting lower on the trailer due to swing keel or water ballast. With a single axle fixed keel boat, the center of gravity is raised up higher; thus, the experience of swinging sideways more. Of course this can be made more serious if the tongue weight is negative as most professionals will tell you that there should be 10% of the towing weight (trailer, boat, motor and equipment) should be on the hitch for safety.
The first thing suggested is to repair the bow eyebolt as it has come loose. You can get to that by removing the front panel in the V berth but I will tell you it is probably in tight. From there you can see what type of backing plate the eyebolt is attached to. If not long enough, add another to distribute the load and make sure you tighten the nuts and if no locking washers, add them of course stainless steel style.
The next suggestion is to have the boat as forward in the bow chocks as possible and this can be done on flat land with mast down by pulling forward and gently braking every time tightening up the winch strap. Once this is done, I would then see if negative buoyancy or not. You want to achieve for safety issues 10% of the weight of the entire load being pulled on the hitch. To achieve this there are several things you can do.
1. Store all gear forward in the V Berth.
2. Remove motor from boat and either store forward or in the tow vehicle to get additional weight off the rear of the boat.
3. Move the winch stand further forward
4. Move the rear axle backwards
5. Combination of the two or more above.
You hit it on the nailhead at 55 mph with negative buoyancy or near it particularly with a fixed keel boat with the center of gravity much higher will cause the trailer to sway and possibly you could loose it. I assume you have no brakes on the trailer or they are not working. The first most would do in a swaying situation is to brake. That sir would be disastorous and not only could you loose the boat and trailer but the car as well not to mention the injuries or in one case which I came up on one such accident, a father in grief over the loss of his daughter's death. IF SWAYING OCCURS, YOU HAVE TO ACCELERTE TO PULL OUT OF THE SWAYING MOTION TO GET THE TOW VEHICLE AND TRAILER UNDER CONTROL. THEN SLOWY BRAKE SLOWLY. ALSO, GIVE YOURSELF MORE ROOM BETWEEN VEHICLES AND DRIVE AS IF ON SNOW AND ICE.
As for brakes, if you have them, get them repaired. If no brakes, you can add brakes on that axle as I did it when I was a dealer. However, you will need to see if the axle has deteriorated over time and if so, just buy a new axle with brakes added. I have known of others adding a second axle too to help stop the swaying and to distribute the weight better.
As for putting a line or strap behind the keel to pull the boat further forward, well, I have repaired a keel or two in my time due to that. The worst is having to take the keel off and rebed with 5200 and then applying new gel coat and epoxy and anti fouling bottom paints. Like I said the key is gently braking to move the boat forward and each time tightening the winch strap with the mast down.
The extended tongue on that trailer originally supplied was not long enough to launch with. There are many tricks to launching but with the correct weight on the hitch, I use to supply an elongated tongue hitch and would chock the wheels with the safety chains still attached, I would then raise the trailer hitch up to detach from the tow vehicle and pull away again assuming you have the correct safety hitch weight of the towed unit on the hitch.
There are additional things you can do the the trailer bunk boards and keel tray to assit the boat being launched easier but this is a little too long and my hands are beginning to hurt.
This information is being supplied from knowledge and experience as a former hunter dealer who was the top seller for the Hunter 23 wing keel.