Gorilla Toast: We tow our C-22s with Suburbans too. That is a nice photo that you have of yours going down the highway. We have trailered two different C-22s from Pennsylvania to the Florida Keys, a distance of over 1200 miles. Our mast is supported by a stick that goes into the gudgeons and a cushion on the cabin top and the bow pulpit. That looks like what I see in your little photo. I keep only lightweight things in the boat when we trailer, like sails, fenders, life jackets, porta-pottie, and the cushions to the boat. I feel that saves many problems, especially since our trailers are only single axel, like yours.
I like everything tight on my boat and have worked a lot to take slop out of the rudder, which wasn't an easy thing to do on my 1980 C-22. I would not keep my motor on the stern either. It can't do the stern any good. We have enjoyed our C-22 for over 30 years. If you take good care of them, and don't unnessarily stress them, they will make you happier as time goes by. My wife bought a bigger boat last year, but we kept our C-22 and plan to trailer it to Cape Cod at the end of this coming summer.
Aldo