Actually I'm generally within my legal limits.
My truck is titled with 6,000 GVWR, and a scale (curb) weight of 4364. I know my actual weight of the truck is around 5,000 after my modifications plus myself, fuel and tools in it. Add in the quads at 285LBS each. Truck is at 5570LBS which leaves a little wiggle room before the 6,000 mark. Factor in the tongue weight (approx 450 LBS) and i'm pushing right against the 6,000LBS mark.
My truck is rated, stock, to tow 6,500LBS. My trailer, stock scales at 4,400 LBS. With gear, food and water it's 5,500LBS. Mind you, this is prior to my tongue extension, toolbox and the gear in the tongue box, which actually will bring it up closer to 5,700 LBS.
Last time I ran over the scales (same trip as the picture above) I was running it about 11,880. A later trip I was running a little heavier, just a few LBS over 12,000 due to bringing other people's gear and some firewood in the trailer.
95% of the trips don't have the quads, which drops about 560 LBS out of the truck. They basically make or break me being legally over or under. I've actually planned on spending some time to weigh the truck, tongue and trailer separately one of these days, just have to find the time.
Now, would I haul this setup when my truck was completely stock? No.