As I was taking photos most were turning out like this one. Yip has dark shadows down the front of his shirt and shadows on his face cast by his hat. I wasn't going for a pic of my kid where I couldn't see his face!
I moved a bit closer and turned on the flash....much better!
I'm all for cowboy hats but they can create some harsh shadows. In this shot of Mountain Man I used a flash but I was too far away and there was still more of a shadow than I would have liked.
A flash outside just won't work to get rid of shadows unless you are close to your subject.
Get a bit closer....*flash*....ah, there you are Mountain Man! Nice to see that handsome mug of yours!