even thought I did hear that the rudders put lots of stress on the boat durring trailering, I trailered my 20 year old TheMightyHobie18 for years without removing the rudders (not an easy process on the hobie).

I had friends who set up a quick removal system but still seemed like alot of work. I never had noticable issues, but in the end i did have to get my rear beam re-welded in several spots. I think it had more to do with my main and traveler pressures... but you never know.

I know have a mystere 5.5 with a much easier removal system and i do remove them (even though i only live 5 miles from where i sail). I am almost more worried about rudder/boat damage putting the boat on and off the trailer.

i use some red tape on my tiller crossbar and some red tape on the starboard rudder. and it is very easy for me to take the little extra time.