Jacob "Jake" Stonebender is a folk-musician, a regular at the original Callahan's Place as well as the brothel Lady Sally's Place, and later owner of Mary's Place and The Place. The Callahan's stories are told from his point of view. He is also known to provide live music on occasion for the bar in each of its incarnations, and is the proud owner of a custom-built guitar named Lady Macbeth (so called because it used to 'stab him in the back' constantly until he learned how to play her properly).