Mike, "Tornado" on this forum, can answer that. Personally, I have seen a T loaded on a tilt trailer by one person only once, and that was a pretty special trailer. He just pulled the boat up to the trailer on the beachwheels, ready for trailering. Then he used a winch on the trailer to pick it up by rotating the tilting mechanism over the boat. Imagine the boat being trailered upside-down, and you get the idea.
Main problem for solo loading/unloading on a tilt trailer is that the boat weight around 145kgs in trailer trim. Lifting it on to the trailer is heavy work.
I have rigged/unrigged our T from the trailer many times. But then it has been broken down for trailering.