So i'm either going to get an old pop up trailer base, and put stake sides on it, for easy "dumping" or try to find a dump trailer cheap.
There is no such thing. I would think a car trailer with a flat deck would be ideal for gaylords, then have a welding ship add steel straps to the sides that 2x4's slide down into. Then make the sides out of 2x4 and plywood that you can drop in and fasten together. Easy on and easy off.