Denny is right you need those rollers on the outer panel. Here is a pic of my old 23 sitting on it's roller trailer. It never gave me any problems loading.
I would also put another set of rollers up toward the bow. Side guide poles are also a big help. Your trailer does look a little on the small side however It should be ok for the short distances you tow. Personally I prefer bunk trailers.
strick