Keep in mind, you keep saying 'small outboard'. That 9.5 is still about 70 lb. or so? On any road trip there is a fair amount of wt. bouncing around, flexing your transom, whether motor is up OR down. On a glass boat with that size motor, probably wouldn't fret. On MY tinboat? Definately using some sort of transom saver! If you just lock that motor in the full 'up' position, the lower unit just acts like a lever, torsioning your transom on every little bump and bang you encounter. This was one of the first 'mods' I did to my boat when I got it.(Had a '56 10 hp Johnson, quite the tank!) Still using it with my '83 Evinrude 15 hp.(70-75 lbs?) With a transom saver, the trailer frame takes on any shock, not the transom. Look into a transom saver, or fab one like I did. Worth the time and peace of mind! Check my pics in the"transom savers" post. These are from last season, once I get the boat out this season, I can get some more detailed pics. Ya definately want to use one, just beef up the one ya got a bit.