Delos Jewkes
Was this him in the scene where the stagecoach first comes into Deadwood City, and he is up on the balcony of The Golden Garter, saying something about Calamity Jane. He waves at her and she waves back before going into her song.
"Which one do you want, Biff? Doug? Skippy? No, don't take Skippy, he has asthma."