One of the best approaches to dealing with a “dead-end” is to learn all you can about the subject’s family, neighbors, and associates. If you can’t find much on him, maybe you can learn more from the records, or the descendants, of his brother.
Also, we will be covering court records tomorrow and land records next week. Land especially will likely be the way that you can learn more about your ancestor. I would recommend that you study Marsha Hoffman Rising’s book if you haven’t already. The title is The Family Tree Problem Solver. Tried-and-True Tactics for Tracing Elusive Ancestors, and the Tulsa City County Library has four copies that are not checked out (as well as several copies of an earlier work with almost the same name).