Abstract: A road grading pick includes a cutting head, a shank, a shoulder at a transition between the cutting head and the shank, and a polygonal-shaped washer or an oval-shaped washer. The shank is positioned in an opening of the washer to position the washer along a longitudinal length of the shank between a rearward end of the shank and the rearward facing surface of the shoulder. In a preinstalled position, the washer compresses a friction retainer on the shank of the road grading pick to facilitate seating of the road grading pick in a blade of a road grading apparatus. In an installed position on an adapter board for a moldboard of road grading equipment, the friction retainer is no longer in the opening of the washer and the washer prevents washer rotation and shields an underlying mounting surface while allowing rotation of the road grading pick.