Cool project. Have you tried to implement articulating drawbar trailers[1]? The ones where the first axle of the trailer is fixed to the drawbar, making the front wheels turn when the drawbar moves. They seem to be much more common in Europe than in the US. In my experience, these are much harder to back up than fixed axle trailers.
[1]: https://www.pacton.nl/en/products/drawbar-trailer/drawbar-tr...