He did have a point. Painting it upside down would take my brain out of the process, and maybe I could paint it loose. I decided I would draw it out first. This seems counter-intuitive, but I think when I don’t draw it first I’m so obsessed with getting everything correct that I can’t concentrate on how I’m painting. So I drew out my composition (upside down, of course!) and went to work. I didn’t like how the reference photo made the woman look like she had laser vision or something, so I changed the background a bit, and flipped and cropped the original.
We’re allowed to spruce it up a bit after we turn it right side up, but I decided not to. I didn't want to re-work anything and take away the point of the challenge. It was a good learning experience (even though it would have looked better in pastel!).
Here it is, painted entirely upside down except for my signature.
Oil on Board