Hi Rob,
Yep and practice. This case had 3-4 corners with that damage. And some dents and other gouges, as well.
It takes some looking to find a 100% latex caulk with absolutely no silicone blended in...as any silicone in the mix and the paint never looks right.
On some Smith Corona machines...I even use a natural sea sponge to "dab" the latex caulk to recreate the crinkle paint texture where paint was removed down the bare metal. I use a small piece of sponge that is mostly dry and stiff.