Is he confederate?

No connection to fame, military, church. And most importantly, no beautiful eyes.
I would leave this one to someone else and hope no one goes for the English guy with eyes to die for.

 

They are also referred to as solar enlargements or crayon portraits. They were made by enlarging a photo with a solar enlarger and then hand coloring or drawing over, sometimes heavily. Thus, the chalk you noticed.

http://brightbytes.com/woodward.html
http://sgarwood.com/node/52

Here is a 19th century book about crayon portraiture, with instructions:
https://archive.org/details/crayonportraiture00barh

These were popular from the 1850s at least through the 1920s. One tricky aspect of dating them is that older photos were sometimes enlarged at a later date.

This is a picture of one of my father's brothers, who died very young. He was born in 1925 and died in 1929. So, obviously made in the 1920s. Sorry for the glare... this was hanging on the wall in the home of one of my cousins and there is convex glass on the front.