The image has long been shorthand for the bravery shown by the Anzac soldiers at Gallipoli.
And today, a large mural of Simpson and his donkey will be unveiled on the side of the East Coast Bays RSA in Auckland during the annual Anzac Day commemorations.
But artist Laken Whitecliffe says he purposely changed the face. "I made it more ambiguous - it's not really about the person, it's about all the people who risked their lives."
The 20-year-old said the project, which took him six full days to paint, was exciting because he had never attempted something on such a scale or with such historical significance.
"That was the other fun thing about this: I had all the veterans come up to me and give me history lessons about Simpson and his donkey.