Have you tried changing your angle that you pull in/out of your development at? If I pull out of my driveway straight I drag. I found if I give it a little wiggle at the right time then I do not drag.
You do not mention what year 23B you have. But the ones with the lightweight frames, I think up to 2015, I’m not sure I would want to add caster directly to the frame without adding welded on support blocks to distribute the weight, or you might bend your frame.
I have seen the new 2016 frames and they are much more robust, also you can flip the axle to raise the entire trailer.
As for the little triangles. Those are a joke. I have bent many of them over the years. I think they are just for stabilizing frames as they are stacked in the yard. I would not attach any caster to them.
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