In a word, no. Stopping the cart from moving forward is keeping it from accelerating past wind speed. By keeping it at a steady state speed before releasing, you ensure that the cart can only go faster if there is an unbalanced forward force acting on the cart.
This is absolutely wrong:
"Stopping the cart from also moving forward with the moving surface is essentially the same as pushing the cart to faster than wind speed."
First of all, you are keeping the cart from moving forward against the direction of the moving surface. You are keeping the cart from moving in order to have a baseline speed. When you release the cart, the motion from that point indicates what the cart is capable of achieving steady state. If it moves forward, it can go faster than the wind. If it stays in position, it can only match the wind speed. If it falls back, it is no better than a big marble.
There is no way to store energy that could accelerate the cart despite what Dan O. said. If the wheels start slipping as soon as you release the cart, it will go backward, not forward.
No table yet, but we better establish what the results of the testing signify if we expect the test to be of any value.