It comes down to leverage, the wheels located closer to the force applied where you’re pushing the cart will have better leverage than wheels further away. Also the contents of the cart shift forward when you hit the bump from inertia, because the wheel is static and doesn’t move up and down, a combination of the inertia, weight, gravity of the contents force the front wheel to “dig in” to the groove of the bump, the same inertia, weight distribution will cause the rear wheel to be lighter because everything is pushing down on the front wheel. You can compare it to motorcycles because it is kind of what allows the motorcycle front disc brake to be so effective. Motorcycle geometry is such that when applying front brake all the weight gets loaded onto the front shock, the added weight helps with digging the tire into the ground adding stopping power. Because front tire is loaded, rear tire is very light and over applying the front break can send your rear tire in the air. For motorcycles they teach you when you go over a bump accelerate towards it, reason is it unloads the shock from the front and makes your front tire lighter when it runs over let’s say a 2×4
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