The signature seems to read "R Guerrieri" - and we can't find anything about him, though the drawing is excellent. And that's pretty much all we could tell.
Could he be U.S. Attorney George R. Peck from Chicago? We haven't been able to find a photo of him. And, when I say, "we," I include here "Mrs. D," who is the person who brought the art to us in the first place. It's large, it's framed, and among the details of the framing are a number of actual dollar bills, fanned in to cover the corner mountings. She is refurbishing a Victorian house, furnishing it appropriately, and she encountered the art in the course of her project. You'll find another shot of the art in her blog entry for Oct. 15, 2010 - with more background on its origin (though our car experts, as I've already noted, place the probable date as closer to 1915 than 1925).
Are there any detectives out there? Who's the artist? Who's the subject? What was the reason for the drawing? Any ideas?