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Failing that, there should be an option to just ignore the precise parking and deliver instantly with a mere button press, without any further hassle; at least this has been my experience.
Otherwise I imagine that any mods that you may have installed could plausibly cause an issue, but I saw that you said that you are playing the base game when asked about WoT so I would think that you are running vanilla/unmodded too, but I thought that it'd be worth mentioning.
Almost too silly to mention, but are you detaching the trailer after you stop moving when in the delivery spot?