I load mine just like you have yours loaded, with the front of the rear fender well centered over the rear axle of the trailer. My trailer has a 20ft deck with an air dam and small toolbox up front (little more weight). Yours looks to be shorter, by looking at the front tie down points. I would take it for a ride and see how it handles and adjust if needed. Probably good as is. BTW a winch is a good investment for loading by yourself or if............ Good luck at your events