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There's another thread on the same subject:

Reversing a trailer tent - oh the shame!!

This one has quite a lot of practical info.

I use an old TT as a trailer and must admit to having had problems. I have reversed car transporters and drive large trucks every day at work but I think that the problem with TTs is that their wheels are very small and if you have raised manholes or, in my case, potholes in my back lane, they tent to be more suceptable to "kicking out"

Also, the wheelbase is narrower than all but the smallest of cars so their wheels hit the bumps that your wheels would otherwise miss. I find this when driving forwards too due to this countries well maintained highways. Recently, I was carrying doors from a classic car in it and was terrified of breaking the windows so was driving with my eyes fixed on the area of tarmac between the front wheels of my car just in case of any imperfections in the road surface!!