Not trying to be a smart a$$ Matador, but nobody here knows your truck or your trailer. You Know your truck and trailer.
Myself, I would not load the truck bed with anything and load the trailer up to 5000lbs. Gross. You load the bed up + the tounge weight and your suspension may not like it. Looks like your saggin pretty good on the pic. Rear pu tires are squatting some too. How are the brakes on your truck and trailer?
The one thing you don't want is to be over 5000 on that trailer, get pulled over by the WY HP, and have them crawling all up inside your colon.
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