This is a really nice piece, even with out the good story. Bereavement certainly does feel like a spotlight on ones soul. There's a fair amount of anguish that translates well off the canvas.
I find it odd that I recognize his clothing as Australian military wear... but that only enhances the intrigue. The boot next your signatory mark, looks a bit formless and awkward. I guess the gleam of the upper vest, is okay, if a bit pointed.... still helps accentuate/ frame the face.