Re: best to trailer with outboards?
There are some strongly differing opinions on this issue. The problem is the jolting and bouncing on the road. Tilt lock isn't really designed for trailing, but your trailer frame also isn't designed to handle that type of torsion force via a transom saver.
If you search the forum on transom savers, you'll find the full arguments both ways, albeit from a while ago, in all their glory.
In my experience with a smaller outboard years ago, I never had a problem with damage to the tilt lock mechanism. If the holes for the mounting pin were reamed out at all by the vibration, it was pretty nominal, although the paint did wear. And the tilt lock mechanism itself was built tough enough to have the engine dropped on it if it slipped out of your hand (which happened) without bending at all - I don't think the bumps in the road did anything to it.