Megunticook I'm in the same place in terms of thinking about buying a Triad trailer and recently received pricing. As you know, they make two different types of trailers: "Lift-Off" and "Float-Off" (even more expensive) and each is available in single and dual axle with various common options. A single axle "Lift-Off" with a few of the options that I'd want would price out at over $5k delivered. I've also seen another company (the name escapes me at the moment) that makes aluminum trailers for Cape Dory sailboats but I'm not sure about that material for a heavy sailboat, although I never intend to launch any new trailer into salt water which would of course start to accelerate the corrosion process.
Last year I paid a little over $600 to store my Typhoon Senior at a local marina - that price includes hauling, power washing, winter storage (boat stand rental included) and spring launch. I anticipate that it will probably be a little more this year.
While it would be a nice luxury to be able to haul my TY Senior home to tinker with it over the off-season if I had a trailer, the practical reality is that it would still cost $300 to have the boat hauled, power washed, the mast de-stepped and placed on the trailer, and another $300 in the spring to reverse the process. So the winter storage is essentially free.
I knew a guy who had a CD-22 and he figured that he was into the boat $20k with all the improvements he did including barrier coating the hull and buying a new Triad trailer and he was only able to get about half that when he sold it. I figure a new Triad trailer would depreciate $1000-$1500 as soon as it is used, so depreciation would need to be included in the calculation too. So unless something changes and my local marina starts charging a lot more, I don't think that I can justify spending over $5000 for what is essentially a convenience. Of course, if I ever win "the big one" my calculus may change