I think there is a distinction you should note between sharpening and grinding for the sake of discussion. Sharpening here really only concerns the edge angle. Grinding removes material to make the knife thinner in profile.
The scratched up area indicated by the arrow on the left as well as above and below the hollow is the flat part that has been ground (as opposed to sharpened) flat against a stone.
Cliff's knife show a microbevel, as you can notice the different light reflecting properties right at the edge.
I assume he sharpens and touches up the knife at the microbevel angle. When the has worn away some material and finds the edge getting thicker, he'll grind the flat again to thin up the edge.
He could sharpen the whole knife flat for a very small angled edge, but that'll be too high maintanance.