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"Question: I obviously will wrap up the loose ends of the straps when hauling"
I wrap masking tape around the ends after rolling them up. Then I wrap tape around this bundle and the straps that tie the rig down. Keeps all this stuff in place. Works great and you don't have the ends flying in the wind.
Also I cross the straps but I also can see the reasons for not crossing. I also watch the straps while I travel to see if they look like they are loose and do stop often to check them (and for other reasons us older guys stop often).
Nice looking trailer. Mine is almost the same and I like your idea of a box in front. That is the next purchase I need to get by the boss(wife).