How the F would I know. I'm not trying to solve everyone elses every possible problem/contingency they might run into, I'm just throwing some suggestions and pitfalls into the discussion.
Not everyone can afford $30k for a trailer. Some of us have had to get a basic open deck, twin runner trailer in the past because it was what we could afford, and what we could find for the purpose. Was it the best one that we ever wanted? No. It was what we could get that would work at the time. Sometimes you have to use what you can get and make modifications to it. Improvise, adapt, overcome. Looks like you had to do some of that with the ramps you had to retro onto the ramp of your trailer.
I've had several types of trailers over my lifetime and they all were a compromise in one fashion or another. Doesn't come with a winch, add one. Doesn't come with a box on the front, add one. Needs more tie-down points, add them. Ramps need a little more lip added, add it.
When I ordered my first open deck trailer, I made sure to order the things on that I wanted based on my experience with previous trailers, and even after that I still had to make slight modifications depending on the car I was hauling. My Cougar sat too low to open the drivers door without removing the trailer fender. My Dart on the same trailer would allow the door to open over the fender if I lifted it up slightly. Improvise, adapt, overcome. That trailer had the front box, but no winch. I spent and got what I could afford when I got it, it didn't have exactly everything I wanted, so I had to make some mods after the fact.
There are compromises to everything like this, and you have to get what you can afford, what will do the job, how much you're willing to mod after the fact, etc. If I found a trailer I wanted and all I had to do was add some 2x12's to solve the problem, then I would do it. That's small potatoes in the world of problems in my view, but I might be more tolerant of things like that than others.