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I have found that when chocking the wheels, I do the following to ensure they are tight. I set rear chock firmly against tire. I then back up trailer slightly so to put pressure on the chock. While pressure is on rear chock, I set emergency brake in truck and then place front chock firmly against front tire. I then release the parking brake and then both chocks are tightly set creating a valley for the tires. Also, I gave up on the cheap $5 plastic chocks and now use the larger $10 ones. Then about a few inches larger providing better support.
Another thing I do is dig out divets or holes on the ground for the tires on the low side to rest in. This creates a very stable footprint for the tires. I repair the holes iI make be ready leaving.
Steve
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